David E. Cane was born in New York in 1944. After undergraduate study at Harvard, he received his Ph. D. in 1971 from Harvard University for research in organic synthesis carried out under the direction of Prof. E. J. Corey. During this period he developed an interest in the origins of natural products that led him to pursue postdoctoral study in natural products biosynthesis and bioorganic chemistry with Prof. Duilio Arigoni at the Eidgenössiche Technische Hochschule in Zürich. In 1973, he joined the faculty of Brown University where he is now Vernon K. Krieble Professor of Chemistry and Professor of Biochemistry Emeritus. His research interests include the chemistry, enzymology and molecular genetics of natural products biosynthesis. This research led to the identification, purification, and characterization of a variety of new enzymes that catalyze the conversion of the universal acyclic precursor, farnesyl diphosphate, to cyclic sesquiterpenes. Studies on these enzymes established many key details of this fascinating cyclization process. In addition, cloning, over-expression, and site-directed mutagenesis of terpenoid synthase genes provided large quantities of protein for further mechanistic and structural studies, and resulted in the elucidation of several crystal structures of a terpene synthase, the latter work carried out in collaboration with Prof. David W. Christianson of the University of Pennsylvania. In work on macrolide antibiotics, carried out in close collaboration with Prof. Chaitan Khosla of Stanford University, a combination of synthetic, enzymological, and molecular genetic approaches was used to clarify the intricate sequence of events that is required to convert the simple building blocks such as acetate and propionate to complex macrolides such as the broad spectrum antibiotic erythromycin A and picromycin. In other work, Prof. Cane and his collaborators investigated the enzymology and mechanism of formation of vitamin B6 and established the role of two key enzymes in the formation of the characteristic pyridoxine ring. Prof. Cane was a Fellow of the Japan Society for the Promotion of Science (1983) and a John Simon Guggenheim Memorial Foundation Fellow (1990), and has twice held Senior International Fellowships (1990, 1999) from the Fogarty International Center of the National Institutes of Health. In addition, he has received a number of awards, including the Ernest Guenther Award (1985), the Cope Scholar Award (2000), the Repligen Award (2005), and the Alfred Bader Award (2013) of the American Chemical Society, the Simonsen Lecture of the Royal Society of Chemistry (1990-91), the Kitasato Medal in Microbial Chemistry (1995), the Prelog Medal of the Eidgenössische Technische Hochschule, Zürich, and a Ph. D. (honoris causa) from the University of Kalmar, Sweden. He is a Fellow of the American Association of the Advancement of Science and of the American Academy of Arts & Sciences. In addition to over 330 scientific publications, in 2003 he co-edited a book of his father's World War II Letters published by Fordham University Press.
Xie X, Cane DE. "pH-Rate profiles establish that polyketide synthase dehydratase domains utilize a single-base mechanism." Organic & Biomolecular Chemistry, vol. 16, no. 47, 2018, pp. 9165-9170. |
Li X, Sevillano N, La Greca F, Deis L, Liu YC, Deller MC, Mathews II, Matsui T, Cane DE, Craik CS, Khosla C. "Structure-Function Analysis of the Extended Conformation of a Polyketide Synthase Module." J. Am. Chem. Soc., vol. 140, no. 21, 2018, pp. 6518-6521. |
Xie X, Garg A, Khosla C, Cane DE. "Elucidation of the Cryptic Methyl Group Epimerase Activity of Dehydratase Domains from Modular Polyketide Synthases Using a Tandem Modules Epimerase Assay." Journal of the American Chemical Society, vol. 139, no. 28, 2017, pp. 9507-9510. |
Chou, Wayne KW, Gould, Colin A, Cane, David E. "Incubation of 2-methylisoborneol synthase with the intermediate analog 2-methylneryl diphosphate." The Journal of Antibiotics, 2017. |
Chou WK, Gould CA, Cane DE. "Incubation of 2-methylisoborneol synthase with the intermediate analog 2-methylneryl diphosphate." J Antibiot, vol. 70, no. 5, 2017, pp. 625-631. |
Xie, Xinqiang, Garg, Ashish, Khosla, Chaitan, Cane, David E. "Mechanism and Stereochemistry of Polyketide Chain Elongation and Methyl Group Epimerization in Polyether Biosynthesis." Journal of the American Chemical Society, vol. 139, no. 8, 2017, pp. 3283-3292. |
Shah, Dhara D., You, Young-Ok, Cane, David E. "Stereospecific Formation of E- and Z-Disubstituted Double Bonds by Dehydratase Domains from Modules 1 and 2 of the Fostriecin Polyketide Synthase." Journal of the American Chemical Society, vol. 139, no. 40, 2017, pp. 14322-14330. |
Blank PN, Barrow GH, Chou WKW, Duan L, Cane DE, Christianson DW. "Substitution of Aromatic Residues with Polar Residues in the Active Site Pocket of epi-Isozizaene Synthase Leads to the Generation of New Cyclic Sesquiterpenes." Biochemistry, vol. 56, no. 43, 2017, pp. 5798-5811. |
Lowry, Brian, Li, Xiuyuan, Robbins, Thomas, Cane, David E., Khosla, Chaitan. "A Turnstile Mechanism for the Controlled Growth of Biosynthetic Intermediates on Assembly Line Polyketide Synthases." ACS Cent. Sci., vol. 2, no. 1, 2016, pp. 14-20. |
Xie, Xinqiang, Garg, Ashish, Keatinge-Clay, Adrian T., Khosla, Chaitan, Cane, David E. "Epimerase and Reductase Activities of Polyketide Synthase Ketoreductase Domains Utilize the Same Conserved Tyrosine and Serine Residues." Biochemistry, vol. 55, no. 8, 2016, pp. 1179-1186. |
Cane, David E. "Nature as organic chemist." J Antibiot, vol. 69, no. 7, 2016, pp. 473-485. |
Chen M, Chou WK, Al-Lami N, Faraldos JA, Allemann RK, Cane DE, Christianson DW. "Probing the Role of Active Site Water in the Sesquiterpene Cyclization Reaction Catalyzed by Aristolochene Synthase." Biochemistry, vol. 55, no. 20, 2016, pp. 2864-74. |
Klaus M, Ostrowski MP, Austerjost J, Robbins T, Lowry B, Cane DE, Khosla C. "Protein-Protein Interactions, Not Substrate Recognition, Dominate the Turnover of Chimeric Assembly Line Polyketide Synthases." Journal of Biological Chemistry, vol. 291, no. 31, 2016, pp. 16404-15. |
Chen M, Chou WK, Toyomasu T, Cane DE, Christianson DW. "Structure and Function of Fusicoccadiene Synthase, a Hexameric Bifunctional Diterpene Synthase." ACS Chemical Biology, vol. 11, no. 4, 2016, pp. 889-99. |
Robbins, Thomas, Liu, Yu-Chen, Cane, David E, Khosla, Chaitan. "Structure and mechanism of assembly line polyketide synthases." Current Opinion in Structural Biology, vol. 41, 2016, pp. 10-18. |
Yamada, Yuuki, Arima, Shiho, Nagamitsu, Tohru, Johmoto, Kohei, Uekusa, Hidehiro, Eguchi, Tadashi, Shin-ya, Kazuo, Cane, David E, Ikeda, Haruo. "Novel terpenes generated by heterologous expression of bacterial terpene synthase genes in an engineered Streptomyces host." J Antibiot, vol. 68, no. 6, 2015, pp. 385-394. |
Harris GG, Lombardi PM, Pemberton TA, Matsui T, Weiss TM, Cole KE, Köksal M, Murphy FV 4th, Vedula LS, Chou WK, Cane DE, Christianson DW. "Structural Studies of Geosmin Synthase, a Bifunctional Sesquiterpene Synthase with αα Domain Architecture That Catalyzes a Unique Cyclization-Fragmentation Reaction Sequence." Biochemistry, vol. 54, no. 48, 2015, pp. 7142-55. |
Khosla C, Herschlag D, Cane DE, Walsh CT. "Assembly line polyketide synthases: mechanistic insights and unsolved problems." Biochemistry, vol. 53, no. 18, 2014, pp. 2875-83. |
Dunn BJ, Watts KR, Robbins T, Cane DE, Khosla C. "Comparative analysis of the substrate specificity of trans- versus cis-acyltransferases of assembly line polyketide synthases." Biochemistry, vol. 53, no. 23, 2014, pp. 3796-806. |
Garg A, Xie X, Keatinge-Clay A, Khosla C, Cane DE. "Elucidation of the cryptic epimerase activity of redox-inactive ketoreductase domains from modular polyketide synthases by tandem equilibrium isotope exchange." J. Am. Chem. Soc., vol. 136, no. 29, 2014, pp. 10190-3. |
Lin HC, Tsunematsu Y, Dhingra S, Xu W, Fukutomi M, Chooi YH, Cane DE, Calvo AM, Watanabe K, Tang Y. "Generation of complexity in fungal terpene biosynthesis: discovery of a multifunctional cytochrome P450 in the fumagillin pathway." J. Am. Chem. Soc., vol. 136, no. 11, 2014, pp. 4426-36. |
Li R, Chou WK, Himmelberger JA, Litwin KM, Harris GG, Cane DE, Christianson DW. "Reprogramming the chemodiversity of terpenoid cyclization by remolding the active site contour of epi-isozizaene synthase." Biochemistry, vol. 53, no. 7, 2014, pp. 1155-68. |
Yamada, Yuuki, Kuzuyama, Tomohisa, Komatsu, Mamoru, Shin-ya, Kazuo, Omura, Satoshi, Cane, David E., Ikeda, Haruo. "Terpene synthases are widely distributed in bacteria." Proceedings of the National Academy of Sciences, vol. 112, no. 3, 2014, pp. 857-862. |
Garg A, Khosla C, Cane DE. "Coupled methyl group epimerization and reduction by polyketide synthase ketoreductase domains. Ketoreductase-catalyzed equilibrium isotope exchange." J. Am. Chem. Soc., vol. 135, no. 44, 2013, pp. 16324-7. |
Komatsu M, Komatsu K, Koiwai H, Yamada Y, Kozone I, Izumikawa M, Hashimoto J, Takagi M, Omura S, Shin-ya K, Cane DE, Ikeda H. "Engineered Streptomyces avermitilis host for heterologous expression of biosynthetic gene cluster for secondary metabolites." ACS Synthetic Biology, vol. 2, no. 7, 2013, pp. 384-96. |
Lowry B, Robbins T, Weng CH, O'Brien RV, Cane DE, Khosla C. "In vitro reconstitution and analysis of the 6-deoxyerythronolide B synthase." J. Am. Chem. Soc., vol. 135, no. 45, 2013, pp. 16809-12. |
Dunn BJ, Cane DE, Khosla C. "Mechanism and specificity of an acyltransferase domain from a modular polyketide synthase." Biochemistry, vol. 52, no. 11, 2013, pp. 1839-41. |
Chen M, Al-lami N, Janvier M, D'Antonio EL, Faraldos JA, Cane DE, Allemann RK, Christianson DW. "Mechanistic insights from the binding of substrate and carbocation intermediate analogues to aristolochene synthase." Biochemistry, vol. 52, no. 32, 2013, pp. 5441-53. |
Zhu, D., Wang, Y., Zhang, M., Ikeda, H., Deng, Z., Cane, D. E. "Product-Mediated Regulation of Pentalenolactone Biosynthesis in Streptomyces Species by the MarR/SlyA Family Activators PenR and PntR." Journal of bacteriology, vol. 195, no. 6, 2013, pp. 1255-1266. |
Zhu D, Wang Y, Zhang M, Ikeda H, Deng Z, Cane DE. "Product-mediated regulation of pentalenolactone biosynthesis in Streptomyces species by the MarR/SlyA family activators PenR and PntR." Journal of bacteriology, vol. 195, no. 6, 2013, pp. 1255-66. |
You YO, Khosla C, Cane DE. "Stereochemistry of reductions catalyzed by methyl-epimerizing ketoreductase domains of polyketide synthases." J. Am. Chem. Soc., vol. 135, no. 20, 2013, pp. 7406-9. |
Gay D, You YO, Keatinge-Clay A, Cane DE. "Structure and stereospecificity of the dehydratase domain from the terminal module of the rifamycin polyketide synthase." Biochemistry, vol. 52, no. 49, 2013, pp. 8916-28. |
Köksal M, Chou WK, Cane DE, Christianson DW. "Unexpected reactivity of 2-fluorolinalyl diphosphate in the active site of crystalline 2-methylisoborneol synthase." Biochemistry, vol. 52, no. 31, 2013, pp. 5247-55. |
Cane DE. "Biochemistry: favouring the unfavoured." J. Geophys. Res., vol. 483, no. 7389, 2012, pp. 285-6. |
Yamada Y, Cane DE, Ikeda H. "Diversity and analysis of bacterial terpene synthases." Methods in enzymology, vol. 515, 2012, pp. 123-62. |
Zu L, Xu M, Lodewyk MW, Cane DE, Peters RJ, Tantillo DJ. "Effect of isotopically sensitive branching on product distribution for pentalenene synthase: support for a mechanism predicted by quantum chemistry." J. Am. Chem. Soc., vol. 134, no. 28, 2012, pp. 11369-71. |
Guo X, Liu T, Deng Z, Cane DE. "Essential role of the donor acyl carrier protein in stereoselective chain translocation to a fully reducing module of the nanchangmycin polyketide synthase." Biochemistry, vol. 51, no. 4, 2012, pp. 879-87. |
Cane DE, Ikeda H. "Exploration and mining of the bacterial terpenome." Accounts of Chemical Research, vol. 45, no. 3, 2012, pp. 463-72. |
Harvey CJ, Puglisi JD, Pande VS, Cane DE, Khosla C. "Precursor directed biosynthesis of an orthogonally functional erythromycin analogue: selectivity in the ribosome macrolide binding pocket." J. Am. Chem. Soc., vol. 134, no. 29, 2012, pp. 12259-65. |
Kapur S, Lowry B, Yuzawa S, Kenthirapalan S, Chen AY, Cane DE, Khosla C. "Reprogramming a module of the 6-deoxyerythronolide B synthase for iterative chain elongation." Proceedings of the National Academy of Sciences, vol. 109, no. 11, 2012, pp. 4110-5. |
Yuzawa S, Kapur S, Cane DE, Khosla C. "Role of a conserved arginine residue in linkers between the ketosynthase and acyltransferase domains of multimodular polyketide synthases." Biochemistry, vol. 51, no. 18, 2012, pp. 3708-10. |
Köksal M, Chou WK, Cane DE, Christianson DW. "Structure of 2-methylisoborneol synthase from Streptomyces coelicolor and implications for the cyclization of a noncanonical C-methylated monoterpenoid substrate." Biochemistry, vol. 51, no. 14, 2012, pp. 3011-20. |
Köksal M, Chou WK, Cane DE, Christianson DW. "Structure of geranyl diphosphate C-methyltransferase from Streptomyces coelicolor and implications for the mechanism of isoprenoid modification." Biochemistry, vol. 51, no. 14, 2012, pp. 3003-10. |
Giglio S, Chou WK, Ikeda H, Cane DE, Monis PT. "Biosynthesis of 2-methylisoborneol in cyanobacteria." Environmental Science & Technology, vol. 45, no. 3, 2011, pp. 992-8. |
Takamatsu S, Lin X, Nara A, Komatsu M, Cane DE, Ikeda H. "Characterization of a silent sesquiterpenoid biosynthetic pathway in Streptomyces avermitilis controlling epi-isozizaene albaflavenone biosynthesis and isolation of a new oxidized epi-isozizaene metabolite." Microbial Biotechnology, vol. 4, no. 2, 2011, pp. 184-91. |
Chou, Wayne K.W., Ikeda, Haruo, Cane, David E. "Cloning and characterization of Pfl_1841, a 2-methylenebornane synthase in Pseudomonas fluorescens PfO-1." Tetrahedron, vol. 67, no. 35, 2011, pp. 6627-6632. |
Hu Y, Chou WK, Hopson R, Cane DE. "Genome mining in Streptomyces clavuligerus: expression and biochemical characterization of two new cryptic sesquiterpene synthases." Chemistry & Biology, vol. 18, no. 1, 2011, pp. 32-7. |
Zhu D, Seo MJ, Ikeda H, Cane DE. "Genome mining in streptomyces. Discovery of an unprecedented P450-catalyzed oxidative rearrangement that is the final step in the biosynthesis of pentalenolactone." J. Am. Chem. Soc., vol. 133, no. 7, 2011, pp. 2128-31. |
Seo MJ, Zhu D, Endo S, Ikeda H, Cane DE. "Genome mining in Streptomyces. Elucidation of the role of Baeyer-Villiger monooxygenases and non-heme iron-dependent dehydrogenase/oxygenases in the final steps of the biosynthesis of pentalenolactone and neopentalenolactone." Biochemistry, vol. 50, no. 10, 2011, pp. 1739-54. |
Lee HY, Harvey CJ, Cane DE, Khosla C. "Improved precursor-directed biosynthesis in E. coli via directed evolution." J Antibiot, vol. 64, no. 1, 2011, pp. 59-64. |
Takamatsu S, Xu LH, Fushinobu S, Shoun H, Komatsu M, Cane DE, Ikeda H. "Pentalenic acid is a shunt metabolite in the biosynthesis of the pentalenolactone family of metabolites: hydroxylation of 1-deoxypentalenic acid mediated by CYP105D7 (SAV_7469) of Streptomyces avermitilis." J Antibiot, vol. 64, no. 1, 2011, pp. 65-71. |
Charkoudian LK, Liu CW, Capone S, Kapur S, Cane DE, Togni A, Seebach D, Khosla C. "Probing the interactions of an acyl carrier protein domain from the 6-deoxyerythronolide B synthase." Protein Sci., vol. 20, no. 7, 2011, pp. 1244-55. |
Wong FT, Jin X, Mathews II, Cane DE, Khosla C. "Structure and mechanism of the trans-acting acyltransferase from the disorazole synthase." Biochemistry, vol. 50, no. 30, 2011, pp. 6539-48. |
Doud EH, Perlstein DL, Wolpert M, Cane DE, Walker S. "Two distinct mechanisms for TIM barrel prenyltransferases in bacteria." J. Am. Chem. Soc., vol. 133, no. 5, 2011, pp. 1270-3. |
Wang, Chieh-Mei, Cane, David E. "Biochemistry and Molecular Genetics of the Biosynthesis of the Earthy Odorant Methylisoborneol in Streptomyces coelicolor." J. Am. Chem. Soc., vol. 132, no. 27, 2010, pp. 9509-9509. |
Chou WK, Fanizza I, Uchiyama T, Komatsu M, Ikeda H, Cane DE. "Genome mining in Streptomyces avermitilis: cloning and characterization of SAV_76, the synthase for a new sesquiterpene, avermitilol." J. Am. Chem. Soc., vol. 132, no. 26, 2010, pp. 8850-1. |
Komatsu M, Uchiyama T, Omura S, Cane DE, Ikeda H. "Genome-minimized Streptomyces host for the heterologous expression of secondary metabolism." Proceedings of the National Academy of Sciences, vol. 107, no. 6, 2010, pp. 2646-51. |
Guo X, Liu T, Valenzano CR, Deng Z, Cane DE. "Mechanism and stereospecificity of a fully saturating polyketide synthase module: nanchangmycin synthase module 2 and its dehydratase domain." J. Am. Chem. Soc., vol. 132, no. 42, 2010, pp. 14694-6. |
Kapur S, Chen AY, Cane DE, Khosla C. "Molecular recognition between ketosynthase and acyl carrier protein domains of the 6-deoxyerythronolide B synthase." Proceedings of the National Academy of Sciences, vol. 107, no. 51, 2010, pp. 22066-71. |
Cane DE. "Programming of erythromycin biosynthesis by a modular polyketide synthase." Journal of Biological Chemistry, vol. 285, no. 36, 2010, pp. 27517-23. |
Wong FT, Chen AY, Cane DE, Khosla C. "Protein-protein recognition between acyltransferases and acyl carrier proteins in multimodular polyketide synthases." Biochemistry, vol. 49, no. 1, 2010, pp. 95-102. |
Valenzano CR, You YO, Garg A, Keatinge-Clay A, Khosla C, Cane DE. "Stereospecificity of the dehydratase domain of the erythromycin polyketide synthase." J. Am. Chem. Soc., vol. 132, no. 42, 2010, pp. 14697-9. |
Aaron JA, Lin X, Cane DE, Christianson DW. "Structure of epi-isozizaene synthase from Streptomyces coelicolor A3(2), a platform for new terpenoid cyclization templates." Biochemistry, vol. 49, no. 8, 2010, pp. 1787-97. |
Lin X, Cane DE. "Biosynthesis of the sesquiterpene antibiotic albaflavenone in Streptomyces coelicolor. Mechanism and stereochemistry of the enzymatic formation of epi-isozizaene." J. Am. Chem. Soc., vol. 131, no. 18, 2009, pp. 6332-3. |
Wang CM, Hopson R, Lin X, Cane DE. "Biosynthesis of the sesquiterpene botrydial in Botrytis cinerea. Mechanism and stereochemistry of the enzymatic formation of presilphiperfolan-8beta-ol." J. Am. Chem. Soc., vol. 131, no. 24, 2009, pp. 8360-1. |
Zhao B, Lei L, Vassylyev DG, Lin X, Cane DE, Kelly SL, Yuan H, Lamb DC, Waterman MR. "Crystal structure of albaflavenone monooxygenase containing a moonlighting terpene synthase active site." Journal of Biological Chemistry, vol. 284, no. 52, 2009, pp. 36711-9. |
Jiang J, Tetzlaff CN, Takamatsu S, Iwatsuki M, Komatsu M, Ikeda H, Cane DE. "Genome mining in Streptomyces avermitilis: A biochemical Baeyer-Villiger reaction and discovery of a new branch of the pentalenolactone family tree." Biochemistry, vol. 48, no. 27, 2009, pp. 6431-40. |
Khosla C, Kapur S, Cane DE. "Revisiting the modularity of modular polyketide synthases." Current opinion in chemical biology, vol. 13, no. 2, 2009, pp. 135-43. |
Valenzano CR, Lawson RJ, Chen AY, Khosla C, Cane DE. "The biochemical basis for stereochemical control in polyketide biosynthesis." J. Am. Chem. Soc., vol. 131, no. 51, 2009, pp. 18501-11. |
Liu T, Cane DE, Deng Z. "The enzymology of polyether biosynthesis." Methods in enzymology, vol. 459, 2009, pp. 187-214. |
Wang CM, Cane DE. "Biochemistry and molecular genetics of the biosynthesis of the earthy odorant methylisoborneol in Streptomyces coelicolor." J. Am. Chem. Soc., vol. 130, no. 28, 2008, pp. 8908-9. |
Zhao B, Lin X, Lei L, Lamb DC, Kelly SL, Waterman MR, Cane DE. "Biosynthesis of the sesquiterpene antibiotic albaflavenone in Streptomyces coelicolor A3(2)." Journal of Biological Chemistry, vol. 283, no. 13, 2008, pp. 8183-9. |
Jiang J, Cane DE. "Geosmin biosynthesis. Mechanism of the fragmentation-rearrangement in the conversion of germacradienol to geosmin." J. Am. Chem. Soc., vol. 130, no. 2, 2008, pp. 428-9. |
Nawrath T, Dickschat JS, Müller R, Jiang J, Cane DE, Schulz S. "Identification of (8S,9S,10S)-8,10-dimethyl-1-octalin, a key intermediate in the biosynthesis of geosmin in bacteria." J. Am. Chem. Soc., vol. 130, no. 2, 2008, pp. 430-1. |
Jiang, Jiaoyang, Saint, Christopher P., Cane, David E., Monis, Paul T. "Isolation and Characterization of the Gene Associated with Geosmin Production in Cyanobacteria." Environmental Science & Technology, vol. 42, no. 21, 2008, pp. 8027-8032. |
Giglio S, Jiang J, Saint CP, Cane DE, Monis PT. "Isolation and characterization of the gene associated with geosmin production in cyanobacteria." Environmental Science & Technology, vol. 42, no. 21, 2008, pp. 8027-32. |
Kapur S, Worthington A, Tang Y, Cane DE, Burkart MD, Khosla C. "Mechanism based protein crosslinking of domains from the 6-deoxyerythronolide B synthase." Bioorganic & Medicinal Chemistry Letters, vol. 18, no. 10, 2008, pp. 3034-8. |
Liu T, Lin X, Zhou X, Deng Z, Cane DE. "Mechanism of thioesterase-catalyzed chain release in the biosynthesis of the polyether antibiotic nanchangmycin." Chemistry & Biology, vol. 15, no. 5, 2008, pp. 449-58. |
Pinedo C, Wang CM, Pradier JM, Dalmais B, Choquer M, Le Pêcheur P, Morgant G, Collado IG, Cane DE, Viaud M. "Sesquiterpene synthase from the botrydial biosynthetic gene cluster of the phytopathogen Botrytis cinerea." ACS Chemical Biology, vol. 3, no. 12, 2008, pp. 791-801. |
Castonguay R, Valenzano CR, Chen AY, Keatinge-Clay A, Khosla C, Cane DE. "Stereospecificity of ketoreductase domains 1 and 2 of the tylactone modular polyketide synthase." J. Am. Chem. Soc., vol. 130, no. 35, 2008, pp. 11598-9. |
Vedula LS, Jiang J, Zakharian T, Cane DE, Christianson DW. "Structural and mechanistic analysis of trichodiene synthase using site-directed mutagenesis: probing the catalytic function of tyrosine-295 and the asparagine-225/serine-229/glutamate-233-Mg2+B motif." Archives of Biochemistry and Biophysics, vol. 469, no. 2, 2008, pp. 184-94. |
Shishova EY, Yu F, Miller DJ, Faraldos JA, Zhao Y, Coates RM, Allemann RK, Cane DE, Christianson DW. "X-ray crystallographic studies of substrate binding to aristolochene synthase suggest a metal ion binding sequence for catalysis." Journal of Biological Chemistry, vol. 283, no. 22, 2008, pp. 15431-9. |
Jiang J, He X, Cane DE. "Biosynthesis of the earthy odorant geosmin by a bifunctional Streptomyces coelicolor enzyme." Nature Chemical Biology, vol. 3, no. 11, 2007, pp. 711-5. |
You Z, Omura S, Ikeda H, Cane DE, Jogl G. "Crystal structure of the non-heme iron dioxygenase PtlH in pentalenolactone biosynthesis." Journal of Biological Chemistry, vol. 282, no. 50, 2007, pp. 36552-60. |
Vedula LS, Zhao Y, Coates RM, Koyama T, Cane DE, Christianson DW. "Exploring biosynthetic diversity with trichodiene synthase." Archives of Biochemistry and Biophysics, vol. 466, no. 2, 2007, pp. 260-6. |
You Z, Omura S, Ikeda H, Cane DE. "Pentalenolactone biosynthesis: Molecular cloning and assignment of biochemical function to PtlF, a short-chain dehydrogenase from Streptomyces avermitilis, and identification of a new biosynthetic intermediate." Archives of Biochemistry and Biophysics, vol. 459, no. 2, 2007, pp. 233-40. |
Alekseyev, Viktor Y., Liu, Corey W., Cane, David E., Puglisi, Joseph D., Khosla, Chaitan. "Solution structure and proposed domain domain recognition interface of an acyl carrier protein domain from a modular polyketide synthase." Protein Sci., vol. 16, no. 10, 2007, pp. 2093-2107. |
Castonguay R, He W, Chen AY, Khosla C, Cane DE. "Stereospecificity of ketoreductase domains of the 6-deoxyerythronolide B synthase." J. Am. Chem. Soc., vol. 129, no. 44, 2007, pp. 13758-69. |
Tang Y, Chen AY, Kim CY, Cane DE, Khosla C. "Structural and mechanistic analysis of protein interactions in module 3 of the 6-deoxyerythronolide B synthase." Chemistry & Biology, vol. 14, no. 8, 2007, pp. 931-43. |
Khosla C, Tang Y, Chen AY, Schnarr NA, Cane DE. "Structure and mechanism of the 6-deoxyerythronolide B synthase." Annual review of biochemistry, vol. 76, no. 1, 2007, pp. 195-221. |
Chen AY, Cane DE, Khosla C. "Structure-based dissociation of a type I polyketide synthase module." Chemistry & Biology, vol. 14, no. 7, 2007, pp. 784-92. |
Shishova EY, Di Costanzo L, Cane DE, Christianson DW. "X-ray crystal structure of aristolochene synthase from Aspergillus terreus and evolution of templates for the cyclization of farnesyl diphosphate." Biochemistry, vol. 46, no. 7, 2007, pp. 1941-51. |
Tetzlaff CN, You Z, Cane DE, Takamatsu S, Omura S, Ikeda H. "A gene cluster for biosynthesis of the sesquiterpenoid antibiotic pentalenolactone in Streptomyces avermitilis." Biochemistry, vol. 45, no. 19, 2006, pp. 6179-86. |
Picaud S, Mercke P, He X, Sterner O, Brodelius M, Cane DE, Brodelius PE. "Amorpha-4,11-diene synthase: mechanism and stereochemistry of the enzymatic cyclization of farnesyl diphosphate." Archives of Biochemistry and Biophysics, vol. 448, no. 1-2, 2006, pp. 150-5. |
Cane DE. "Brushes with sage." Archives of Biochemistry and Biophysics, vol. 448, no. 1-2, 2006, pp. 117-22. |
Chen AY, Schnarr NA, Kim CY, Cane DE, Khosla C. "Extender unit and acyl carrier protein specificity of ketosynthase domains of the 6-deoxyerythronolide B synthase." J. Am. Chem. Soc., vol. 128, no. 9, 2006, pp. 3067-74. |
Lin X, Hopson R, Cane DE. "Genome mining in Streptomyces coelicolor: molecular cloning and characterization of a new sesquiterpene synthase." J. Am. Chem. Soc., vol. 128, no. 18, 2006, pp. 6022-3. |
Cane DE, He X, Kobayashi S, Omura S, Ikeda H. "Geosmin biosynthesis in Streptomyces avermitilis. Molecular cloning, expression, and mechanistic study of the germacradienol/geosmin synthase." J Antibiot, vol. 59, no. 8, 2006, pp. 471-9. |
Jiang J, He X, Cane DE. "Geosmin biosynthesis. Streptomyces coelicolor germacradienol/germacrene D synthase converts farnesyl diphosphate to geosmin." J. Am. Chem. Soc., vol. 128, no. 25, 2006, pp. 8128-9. |
Cane DE. "How to evolve a silk purse from a sow's ear." Nature Chemical Biology, vol. 2, no. 4, 2006, pp. 179-80. |
Liu T, You D, Valenzano C, Sun Y, Li J, Yu Q, Zhou X, Cane DE, Deng Z. "Identification of NanE as the thioesterase for polyether chain release in nanchangmycin biosynthesis." Chemistry & Biology, vol. 13, no. 9, 2006, pp. 945-55. |
He W, Wu J, Khosla C, Cane DE. "Macrolactonization to 10-deoxymethynolide catalyzed by the recombinant thioesterase of the picromycin/methymycin polyketide synthase." Bioorganic & Medicinal Chemistry Letters, vol. 16, no. 2, 2006, pp. 391-4. |
Moffet DA, Khosla C, Cane DE. "Modular polyketide synthases: Investigating intermodular communication using 6 deoxyerythronolide B synthase module 2." Bioorganic & Medicinal Chemistry Letters, vol. 16, no. 1, 2006, pp. 213-6. |
You Z, Omura S, Ikeda H, Cane DE. "Pentalenolactone biosynthesis. Molecular cloning and assignment of biochemical function to PtlH, a non-heme iron dioxygenase of Streptomyces avermitilis." J. Am. Chem. Soc., vol. 128, no. 20, 2006, pp. 6566-7. |
Quaderer R, Omura S, Ikeda H, Cane DE. "Pentalenolactone biosynthesis. Molecular cloning and assignment of biochemical function to PtlI, a cytochrome P450 of Streptomyces avermitilis." J. Am. Chem. Soc., vol. 128, no. 40, 2006, pp. 13036-7. |
Tang Y, Kim CY, Mathews II, Cane DE, Khosla C. "The 2.7-Angstrom crystal structure of a 194-kDa homodimeric fragment of the 6-deoxyerythronolide B synthase." Proceedings of the National Academy of Sciences, vol. 103, no. 30, 2006, pp. 11124-9. |
Schnarr NA, Chen AY, Cane DE, Khosla C. "Analysis of covalently bound polyketide intermediates on 6-deoxyerythronolide B synthase by tandem proteolysis-mass spectrometry." Biochemistry, vol. 44, no. 35, 2005, pp. 11836-42. |
Wu J, He W, Khosla C, Cane DE. "Chain elongation, macrolactonization, and hydrolysis of natural and reduced hexaketide substrates by the picromycin/methymycin polyketide synthase." Angew. Chem. Int. Ed. Engl., vol. 44, no. 46, 2005, pp. 7557-60. |
Vedula LS, Rynkiewicz MJ, Pyun HJ, Coates RM, Cane DE, Christianson DW. "Molecular recognition of the substrate diphosphate group governs product diversity in trichodiene synthase mutants." Biochemistry, vol. 44, no. 16, 2005, pp. 6153-63. |
Wu J, Zaleski TJ, Valenzano C, Khosla C, Cane DE. "Polyketide double bond biosynthesis. Mechanistic analysis of the dehydratase-containing module 2 of the picromycin/methymycin polyketide synthase." J. Am. Chem. Soc., vol. 127, no. 49, 2005, pp. 17393-404. |
Vedula LS, Cane DE, Christianson DW. "Role of arginine-304 in the diphosphate-triggered active site closure mechanism of trichodiene synthase." Biochemistry, vol. 44, no. 38, 2005, pp. 12719-27. |
Felicetti B, Cane DE. "Aristolochene synthase: mechanistic analysis of active site residues by site-directed mutagenesis." J. Am. Chem. Soc., vol. 126, no. 23, 2004, pp. 7212-21. |
Cane DE. "Back to basics; assigning biochemical function in the post-genomic era." Chemistry & Biology, vol. 11, no. 6, 2004, pp. 741-3. |
Wu J, Kinoshita K, Khosla C, Cane DE. "Biochemical analysis of the substrate specificity of the beta-ketoacyl-acyl carrier protein synthase domain of module 2 of the erythromycin polyketide synthase." Biochemistry, vol. 43, no. 51, 2004, pp. 16301-10. |
Banks J, Cane DE. "Biosynthesis of vitamin B6: direct identification of the product of the PdxA-catalyzed oxidation of 4-hydroxy-l-threonine-4-phosphate using electrospray ionization mass spectrometry." Bioorganic & Medicinal Chemistry Letters, vol. 14, no. 7, 2004, pp. 1633-6. |
Richard SB, Lillo AM, Tetzlaff CN, Bowman ME, Noel JP, Cane DE. "Kinetic analysis of Escherichia coli 2-C-methyl-D-erythritol-4-phosphate cytidyltransferase, wild type and mutants, reveals roles of active site amino acids." Biochemistry, vol. 43, no. 38, 2004, pp. 12189-97. |
He X, Cane DE. "Mechanism and stereochemistry of the germacradienol/germacrene D synthase of Streptomyces coelicolor A3(2)." J. Am. Chem. Soc., vol. 126, no. 9, 2004, pp. 2678-9. |
Kim CY, Alekseyev VY, Chen AY, Tang Y, Cane DE, Khosla C. "Reconstituting modular activity from separated domains of 6-deoxyerythronolide B synthase." Biochemistry, vol. 43, no. 44, 2004, pp. 13892-8. |
Sivaraman J, Li Y, Banks J, Cane DE, Matte A, Cygler M. "Crystal structure of Escherichia coli PdxA, an enzyme involved in the pyridoxal phosphate biosynthesis pathway." Journal of Biological Chemistry, vol. 278, no. 44, 2003, pp. 43682-90. |
Kumar P, Koppisch AT, Cane DE, Khosla C. "Enhancing the modularity of the modular polyketide synthases: transacylation in modular polyketide synthases catalyzed by malonyl-CoA:ACP transacylase." J. Am. Chem. Soc., vol. 125, no. 47, 2003, pp. 14307-12. |
Yin Y, Lu H, Khosla C, Cane DE. "Expression and kinetic analysis of the substrate specificity of modules 5 and 6 of the picromycin/methymycin polyketide synthase." J. Am. Chem. Soc., vol. 125, no. 19, 2003, pp. 5671-6. |
Cane DE, Watt RM. "Expression and mechanistic analysis of a germacradienol synthase from Streptomyces coelicolor implicated in geosmin biosynthesis." Proceedings of the National Academy of Sciences, vol. 100, no. 4, 2003, pp. 1547-51. |
Lillo AM, Tetzlaff CN, Sangari FJ, Cane DE. "Functional expression and characterization of EryA, the erythritol kinase of Brucella abortus, and enzymatic synthesis of L-erythritol-4-phosphate." Bioorganic & Medicinal Chemistry Letters, vol. 13, no. 4, 2003, pp. 737-9. |
Kumar P, Li Q, Cane DE, Khosla C. "Intermodular communication in modular polyketide synthases: structural and mutational analysis of linker mediated protein-protein recognition." J. Am. Chem. Soc., vol. 125, no. 14, 2003, pp. 4097-102. |
Hans M, Hornung A, Dziarnowski A, Cane DE, Khosla C. "Mechanistic analysis of acyl transferase domain exchange in polyketide synthase modules." J. Am. Chem. Soc., vol. 125, no. 18, 2003, pp. 5366-74. |
Kinoshita K, Pfeifer BA, Khosla C, Cane DE. "Precursor-Directed polyketide biosynthesis in Escherichia coli." Bioorganic & Medicinal Chemistry Letters, vol. 13, no. 21, 2003, pp. 3701-4. |
Liou GF, Lau J, Cane DE, Khosla C. "Quantitative analysis of loading and extender acyltransferases of modular polyketide synthases." Biochemistry, vol. 42, no. 1, 2003, pp. 200-7. |
Watanabe K, Wang CC, Boddy CN, Cane DE, Khosla C. "Understanding substrate specificity of polyketide synthase modules by generating hybrid multimodular synthases." Journal of Biological Chemistry, vol. 278, no. 43, 2003, pp. 42020-6. |
Lu H, Tsai SC, Khosla C, Cane DE. "Expression, site-directed mutagenesis, and steady state kinetic analysis of the terminal thioesterase domain of the methymycin/picromycin polyketide synthase." Biochemistry, vol. 41, no. 42, 2002, pp. 12590-7. |
Tsai SC, Lu H, Cane DE, Khosla C, Stroud RM. "Insights into channel architecture and substrate specificity from crystal structures of two macrocycle-forming thioesterases of modular polyketide synthases." Biochemistry, vol. 41, no. 42, 2002, pp. 12598-606. |
Yeh JI, Du S, Pohl E, Cane DE. "Multistate binding in pyridoxine 5'-phosphate synthase: 1.96 A crystal structure in complex with 1-deoxy-D-xylulose phosphate." Biochemistry, vol. 41, no. 39, 2002, pp. 11649-57. |
Seemann M, Zhai G, de Kraker JW, Paschall CM, Christianson DW, Cane DE. "Pentalenene synthase. Analysis of active site residues by site-directed mutagenesis." J. Am. Chem. Soc., vol. 124, no. 26, 2002, pp. 7681-9. |
Cane DE, Kudo F, Kinoshita K, Khosla C. "Precursor-directed biosynthesis: biochemical basis of the remarkable selectivity of the erythromycin polyketide synthase toward unsaturated triketides." Chemistry & Biology, vol. 9, no. 1, 2002, pp. 131-42. |
Wu N, Cane DE, Khosla C. "Quantitative analysis of the relative contributions of donor acyl carrier proteins, acceptor ketosynthases, and linker regions to intermodular transfer of intermediates in hybrid polyketide synthases." Biochemistry, vol. 41, no. 15, 2002, pp. 5056-66. |
Richard SB, Ferrer JL, Bowman ME, Lillo AM, Tetzlaff CN, Cane DE, Noel JP. "Structure and mechanism of 2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase. An enzyme in the mevalonate-independent isoprenoid biosynthetic pathway." Journal of Biological Chemistry, vol. 277, no. 10, 2002, pp. 8667-72. |
Rynkiewicz MJ, Cane DE, Christianson DW. "X-ray crystal structures of D100E trichodiene synthase and its pyrophosphate complex reveal the basis for terpene product diversity." Biochemistry, vol. 41, no. 6, 2002, pp. 1732-41. |
Wu N, Tsuji SY, Cane DE, Khosla C. "Assessing the balance between protein-protein interactions and enzyme-substrate interactions in the channeling of intermediates between polyketide synthase modules." J. Am. Chem. Soc., vol. 123, no. 27, 2001, pp. 6465-74. |
Pfeifer BA, Admiraal SJ, Gramajo H, Cane DE, Khosla C. "Biosynthesis of complex polyketides in a metabolically engineered strain of E. coli." Science, vol. 291, no. 5509, 2001, pp. 1790-2. |
Tsai SC, Miercke LJ, Krucinski J, Gokhale R, Chen JC, Foster PG, Cane DE, Khosla C, Stroud RM. "Crystal structure of the macrocycle-forming thioesterase domain of the erythromycin polyketide synthase: versatility from a unique substrate channel." Proceedings of the National Academy of Sciences, vol. 98, no. 26, 2001, pp. 14808-13. |
Lombó F, Pfeifer B, Leaf T, Ou S, Kim YS, Cane DE, Licari P, Khosla C. "Enhancing the atom economy of polyketide biosynthetic processes through metabolic engineering." Biotechnology progress, vol. 17, no. 4, 2001, pp. 612-7. |
Chen H, O'Connor S, Cane DE, Walsh CT. "Epothilone biosynthesis: assembly of the methylthiazolylcarboxy starter unit on the EpoB subunit." Chemistry & Biology, vol. 8, no. 9, 2001, pp. 899-912. |
Yin Y, Gokhale R, Khosla C, Cane DE. "Erythromycin biosynthesis. The 4-pro-S hydride of NADPH is utilized for ketoreduction by both module 5 and module 6 of the 6-deoxyerythronolide B synthase." Bioorganic & Medicinal Chemistry Letters, vol. 11, no. 12, 2001, pp. 1477-9. |
Cane DE, Chow C, Lillo A, Kang I. "Molecular cloning, expression and characterization of the first three genes in the mevalonate-independent isoprenoid pathway in Streptomyces coelicolor." Bioorganic & Medicinal Chemistry, vol. 9, no. 6, 2001, pp. 1467-77. |
Kinoshita K, Williard PG, Khosla C, Cane DE. "Precursor-directed biosynthesis of 16-membered macrolides by the erythromycin polyketide synthase." J. Am. Chem. Soc., vol. 123, no. 11, 2001, pp. 2495-502. |
Pohl NL, Hans M, Lee HY, Kim YS, Cane DE, Khosla C. "Remarkably broad substrate tolerance of malonyl-CoA synthetase, an enzyme capable of intracellular synthesis of polyketide precursors." J. Am. Chem. Soc., vol. 123, no. 24, 2001, pp. 5822-3. |
Tsuji SY, Cane DE, Khosla C. "Selective protein-protein interactions direct channeling of intermediates between polyketide synthase modules." Biochemistry, vol. 40, no. 8, 2001, pp. 2326-31. |
Richard SB, Bowman ME, Kwiatkowski W, Kang I, Chow C, Lillo AM, Cane DE, Noel JP. "Structure of 4-diphosphocytidyl-2-C- methylerythritol synthetase involved in mevalonate- independent isoprenoid biosynthesis." Nature structural biology, vol. 8, no. 7, 2001, pp. 641-8. |
Rynkiewicz MJ, Cane DE, Christianson DW. "Structure of trichodiene synthase from Fusarium sporotrichioides provides mechanistic inferences on the terpene cyclization cascade." Proceedings of the National Academy of Sciences, vol. 98, no. 24, 2001, pp. 13543-8. |
Cane DE, Kang I. "Aristolochene synthase: purification, molecular cloning, high-level expression in Escherichia coli, and characterization of the Aspergillus terreus cyclase." Archives of Biochemistry and Biophysics, vol. 376, no. 2, 2000, pp. 354-64. |
Caruthers JM, Kang I, Rynkiewicz MJ, Cane DE, Christianson DW. "Crystal structure determination of aristolochene synthase from the blue cheese mold, Penicillium roqueforti." Journal of Biological Chemistry, vol. 275, no. 33, 2000, pp. 25533-9. |
Cane DE, Ke N. "Epicubenol synthase. Origin of the oxygen atom of a bacterial sesquiterpene alcohol." Bioorganic & Medicinal Chemistry Letters, vol. 10, no. 2, 2000, pp. 105-7. |
Cane DE. "Perspectives: biosynthetic pathways. Biosynthesis meets bioinformatics." Science, vol. 287, no. 5454, 2000, pp. 818-9. |
Lau J, Cane DE, Khosla C. "Substrate specificity of the loading didomain of the erythromycin polyketide synthase." Biochemistry, vol. 39, no. 34, 2000, pp. 10514-20. |
Gokhale RS, Tsuji SY, Cane DE, Khosla C. "Dissecting and exploiting intermodular communication in polyketide synthases." Science, vol. 284, no. 5413, 1999, pp. 482-5. |
Lau J, Fu H, Cane DE, Khosla C. "Dissecting the role of acyltransferase domains of modular polyketide synthases in the choice and stereochemical fate of extender units." Biochemistry, vol. 38, no. 5, 1999, pp. 1643-51. |
Gokhale RS, Hunziker D, Cane DE, Khosla C. "Mechanism and specificity of the terminal thioesterase domain from the erythromycin polyketide synthase." Chemistry & Biology, vol. 6, no. 2, 1999, pp. 117-25. |
Cane DE, Walsh CT. "The parallel and convergent universes of polyketide synthases and nonribosomal peptide synthetases." Chemistry & Biology, vol. 6, no. 12, 1999, pp. R319-25. |
Khosla C, Gokhale RS, Jacobsen JR, Cane DE. "Tolerance and specificity of polyketide synthases." Annual review of biochemistry, vol. 68, 1999, pp. 219-53. |
Cane DE, Bowser TE. "Trichodiene synthase: mechanism-based inhibition of a sesquiterpene cyclase." Bioorganic & Medicinal Chemistry Letters, vol. 9, no. 8, 1999, pp. 1127-32. |
Gokhale RS, Lau J, Cane DE, Khosla C. "Functional orientation of the acyltransferase domain in a module of the erythromycin polyketide synthase." Biochemistry, vol. 37, no. 8, 1998, pp. 2524-8. |
Cane DE, Walsh CT, Khosla C. "Harnessing the biosynthetic code: combinations, permutations, and mutations." Science, vol. 282, no. 5386, 1998, pp. 63-8. |
Graziani EI, Cane DE, Betlach MC, Kealey JT, McDaniel R. "Macrolide biosynthesis: a single cytochrome P450, PicK, is responsible for the hydroxylations that generate methymycin, neomethymycin, and picromycin in Streptomyces venezuelae." Bioorganic & Medicinal Chemistry Letters, vol. 8, no. 22, 1998, pp. 3117-20. |
Jacobsen JR, Keatinge-Clay AT, Cane DE, Khosla C. "Precursor-directed biosynthesis of 12-ethyl erythromycin." Bioorganic & Medicinal Chemistry, vol. 6, no. 8, 1998, pp. 1171-7. |
Jacobsen JR, Cane DE, Khosla C. "Spontaneous priming of a downstream module in 6-deoxyerythronolide B synthase leads to polyketide biosynthesis." Biochemistry, vol. 37, no. 14, 1998, pp. 4928-34. |
Lesburg CA, Zhai G, Cane DE, Christianson DW. "Crystal structure of pentalenene synthase: mechanistic insights on terpenoid cyclization reactions in biology." Science, vol. 277, no. 5333, 1997, pp. 1820-4. |
Cane DE. "Introduction: Polyketide and Nonribosomal Polypeptide Biosynthesis. From Collie to Coli." Chemical Reviews, vol. 97, no. 7, 1997, pp. 2463-2464. |
Chuck JA, McPherson M, Huang H, Jacobsen JR, Khosla C, Cane DE. "Molecular recognition of diketide substrates by a beta-ketoacyl-acyl carrier protein synthase domain within a bimodular polyketide synthase." Chemistry & Biology, vol. 4, no. 10, 1997, pp. 757-66. |
Cane DE, Chiu HT, Liang PH, Anderson KS. "Pre-steady-state kinetic analysis of the trichodiene synthase reaction pathway." Biochemistry, vol. 36, no. 27, 1997, pp. 8332-9. |
Jacobsen JR, Hutchinson CR, Cane DE, Khosla C. "Precursor-directed biosynthesis of erythromycin analogs by an engineered polyketide synthase." Science, vol. 277, no. 5324, 1997, pp. 367-9. |
Pieper R, Gokhale RS, Luo G, Cane DE, Khosla C. "Purification and characterization of bimodular and trimodular derivatives of the erythromycin polyketide synthase." Biochemistry, vol. 36, no. 7, 1997, pp. 1846-51. |
Tsukamoto N, Chuck JA, Luo G, Kao CM, Khosla C, Cane DE. "6-deoxyerythronolide B synthase 1 is specifically acylated by a diketide intermediate at the beta-ketoacyl-acyl carrier protein synthase domain of module 2." Biochemistry, vol. 35, no. 48, 1996, pp. 15244-8. |
Bedford D, Jacobsen JR, Luo G, Cane DE, Khosla C. "A functional chimeric modular polyketide synthase generated via domain replacement." Chemistry & Biology, vol. 3, no. 10, 1996, pp. 827-31. |
Luo G, Pieper R, Rosa A, Khosla C, Cane DE. "Erythromycin biosynthesis: exploiting the catalytic versatility of the modular polyketide synthase." Bioorganic & Medicinal Chemistry, vol. 4, no. 7, 1996, pp. 995-9. |
Pieper R, Ebert-Khosla S, Cane D, Khosla C. "Erythromycin biosynthesis: kinetic studies on a fully active modular polyketide synthase using natural and unnatural substrates." Biochemistry, vol. 35, no. 7, 1996, pp. 2054-60. |
Kao CM, Pieper R, Cane DE, Khosla C. "Evidence for two catalytically independent clusters of active sites in a functional modular polyketide synthase." Biochemistry, vol. 35, no. 38, 1996, pp. 12363-8. |
Hill AM, Cane DE, Mau CJ, West CA. "High level expression of Ricinus communis casbene synthase in Escherichia coli and characterization of the recombinant enzyme." Archives of Biochemistry and Biophysics, vol. 336, no. 2, 1996, pp. 283-9. |
Cane DE, Xue Q, Fitzsimons BC. "Trichodiene synthase. Probing the role of the highly conserved aspartate-rich region by site-directed mutagenesis." Biochemistry, vol. 35, no. 38, 1996, pp. 12369-76. |
Pieper R, Luo G, Cane DE, Khosla C. "Cell-free synthesis of polyketides by recombinant erythromycin polyketide synthases." J. Geophys. Res., vol. 378, no. 6554, 1995, pp. 263-6. |
Lesburg CA, Lloyd MD, Cane DE, Christianson DW. "Crystallization and preliminary X-ray diffraction analysis of recombinant pentalenene synthase." Protein Sci., vol. 4, no. 11, 1995, pp. 2436-8. |
Cane DE, Luo G, Khosla C, Kao CM, Katz L. "Erythromycin biosynthesis. Highly efficient incorporation of polyketide chain elongation intermediates into 6-deoxyerythronolide B in an engineered Streptomyces host." J Antibiot, vol. 48, no. 7, 1995, pp. 647-51. |
Cane DE. "Isoprenoid antibiotics." Biotechnology (Reading, Mass.), vol. 28, 1995, pp. 633-55. |
Lambalot RH, Cane DE, Aparicio JJ, Katz L. "Overproduction and characterization of the erythromycin C-12 hydroxylase, EryK." Biochemistry, vol. 34, no. 6, 1995, pp. 1858-66. |
Cane DE, Shim JH, Xue Q, Fitzsimons BC, Hohn TM. "Trichodiene synthase. Identification of active site residues by site-directed mutagenesis." Biochemistry, vol. 34, no. 8, 1995, pp. 2480-8. |
Cane DE, Yang G, Xue Q, Shim JH. "Trichodiene synthase. Substrate specificity and inhibition." Biochemistry, vol. 34, no. 8, 1995, pp. 2471-9. |
Cane DE, Sohng JK. "Inhibition of glyceraldehyde-3-phosphate dehydrogenase by pentalenolactone. 2. Identification of the site of alkylation by tetrahydropentalenolactone." Biochemistry, vol. 33, no. 21, 1994, pp. 6524-30. |
Cane DE, Sohng JK, Lamberson CR, Rudnicki SM, Wu Z, Lloyd MD, Oliver JS, Hubbard BR. "Pentalenene synthase. Purification, molecular cloning, sequencing, and high-level expression in Escherichia coli of a terpenoid cyclase from Streptomyces UC5319." Biochemistry, vol. 33, no. 19, 1994, pp. 5846-57. |
Cane DE. "Polyketide biosynthesis: molecular recognition or genetic programming?." Science, vol. 263, no. 5145, 1994, pp. 338-40. |
Croteau R, Alonso WR, Koepp AE, Shim JH, Cane DE. "Irreversible inactivation of monoterpene cyclases by a mechanism-based inhibitor." Archives of Biochemistry and Biophysics, vol. 307, no. 2, 1993, pp. 397-404. |
Cane DE, Wu Z, Proctor RH, Hohn TM. "Overexpression in Escherichia coli of soluble aristolochene synthase from Penicillium roqueforti." Archives of Biochemistry and Biophysics, vol. 304, no. 2, 1993, pp. 415-9. |
Cane DE, Wu Z, Oliver JS, Hohn TM. "Overproduction of soluble trichodiene synthase from Fusarium sporotrichioides in Escherichia coli." Archives of Biochemistry and Biophysics, vol. 300, no. 1, 1993, pp. 416-22. |
Lambalot RH, Cane DE. "Isolation and characterization of 10-deoxymethynolide produced by Streptomyces venezuelae." J Antibiot, vol. 45, no. 12, 1992, pp. 1981-2. |
Cane DE. "Terpenoid cyclases: design and function of electrophilic catalysts." Ciba Foundation symposium, vol. 171, 1992, pp. 163-76; discussion 176-83. |
Cane DE, Abell C, Harrison PH, Hubbard BR, Kane CT, Lattman R, Oliver JS, Weiner SW. "Terpenoid biosynthesis and the stereochemistry of enzyme-catalysed allylic addition-elimination reactions." Philosophical Transactions of the Royal Society B: Biological Sciences, vol. 332, no. 1263, 1991, pp. 123-9. |
Cane DE, Pawlak JL, Horak RM. "Studies of the cryptic allylic pyrophosphate isomerase activity of trichodiene synthase using the anomalous substrate 6,7-dihydrofarnesyl pyrophosphate." Biochemistry, vol. 29, no. 23, 1990, pp. 5476-90. |
Cane DE, Sohng JK. "Inhibition of glyceraldehyde-3-phosphate dehydrogenase by pentalenolactone: kinetic and mechanistic studies." Archives of Biochemistry and Biophysics, vol. 270, no. 1, 1989, pp. 50-61. |
Ashworth DM, Holmes DS, Robinson JA, Oikawa H, Cane DE. "Selection of a specifically blocked mutant of Streptomyces cinnamonensis: isolation and synthesis of 26-deoxymonensin A." J Antibiot, vol. 42, no. 7, 1989, pp. 1088-99. |
Croteau R, Satterwhite DM, Cane DE, Chang CC. "Biosynthesis of monoterpenes. Enantioselectivity in the enzymatic cyclization of (+)- and (-)-linalyl pyrophosphate to (+)- and (-)-pinene and (+)- and (-)-camphene." Journal of Biological Chemistry, vol. 263, no. 21, 1988, pp. 10063-71. |
Williard PG, Sohng JK, Cane DE. "The X-ray crystal structure of pentalenolactone F methyl ester (epi-pentalenolactone F)." J Antibiot, vol. 41, no. 1, 1988, pp. 130-3. |
Cane DE, Rawlings BJ, Yang CC. "Isolation of (-)-gamma-cadinene and aristolochene from Aspergillus terreus." J Antibiot, vol. 40, no. 9, 1987, pp. 1331-4. |
Croteau RB, Wheeler CJ, Cane DE, Ebert R, Ha HJ. "Isotopically sensitive branching in the formation of cyclic monoterpenes: proof that (-)-alpha-pinene and (-)-beta-pinene are synthesized by the same monoterpene cyclase via deprotonation of a common intermediate." Biochemistry, vol. 26, no. 17, 1987, pp. 5383-9. |
Cane DE, Pargellis C. "Partial purification and characterization of pentalenene synthase." Archives of Biochemistry and Biophysics, vol. 254, no. 2, 1987, pp. 421-9. |
Croteau R, Satterwhite DM, Cane DE, Chang CC. "Biosynthesis of monoterpenes. Enantioselectivity in the enzymatic cyclization of (+)- and (-)-linalyl pyrophosphate to (+)- and (-)-bornyl pyrophosphate." Journal of Biological Chemistry, vol. 261, no. 29, 1986, pp. 13438-45. |
Cane DE. "Stereochemical studies of natural products biosynthesis." Annals of the New York Academy of Sciences, vol. 471, 1986, pp. 130-7. |
Croteau RB, Shaskus JJ, Renstrøm B, Felton NM, Cane DE, Saito A, Chang C. "Mechanism of the pyrophosphate migration in the enzymatic cyclization of geranyl and linalyl pyrophosphates to (+)- and (-)-bornyl pyrophosphates." Biochemistry, vol. 24, no. 25, 1985, pp. 7077-85. |
Cane DE, Yang CC. "Nargenicin biosynthesis: late stage oxidations and absolute configuration." J Antibiot, vol. 38, no. 3, 1985, pp. 423-6. |
Cane DE. "Cell-free studies of monoterpene and sesquiterpene biosynthesis." Biochemical Society transactions, vol. 11, no. 5, 1983, pp. 510-5. |
Tillman AM, Cane DE. "Pentalenolactone F, a new metabolite isolated from streptomyces. Isolation and structure elucidation." J Antibiot, vol. 36, no. 2, 1983, pp. 170-2. |
Cane DE, Buchwald SL. "Application of deuterium magnetic resonance to biosynthetic studies. 1. Biosynthesis of ovalicin." J. Am. Chem. Soc., vol. 99, no. 18, 1977, pp. 6132-4. |
Cane DE, Levin RH. "Application of carbon-13 magnetic resonance to isoprenoid biosynthesis. II. Ovalicin and the use of doubly labeled mevalonate." J. Am. Chem. Soc., vol. 98, no. 5, 1976, pp. 1183-8. |
Cane DE, Levin RH. "Letter: Application of carbon-13 magnetic resonance to isoprenoid biosynthesis. I. Ovalicin." J. Am. Chem. Soc., vol. 97, no. 5, 1975, pp. 1282-4. |
Year | Degree | Institution |
---|---|---|
1971 | PhD | Harvard University |
1967 | MA | Harvard University |
1966 | BA | Harvard University |
-National Science Foundation, Predoctoral Fellowship, 1966 - 1971
-National Institutes of Health, Postdoctoral Fellowship, 1971 - 1972
-Eli Lilly Grant Award, 1976 - 1978
-Alfred P. Sloan Research Fellow, 1978 - 1982
-National Institutes of Health, Research Career Development Award, 1978 - 1983
-Japan Society for the Promotion of Science Fellow, 1983
-Ernest Guenther Award of the American Chemical Society, 1985
-Fogarty International Center Senior International Fellow, 1989
-Distinguished Visiting Fellow, Christ's College, Cambridge, 1989 - 1990
-John Simon Guggenheim Memorial Foundation Fellow, 1990
-Fulbright Scholar, 1990
-Simonsen Lecturer, Royal Society of Chemistry, 1990 - 1991
-National Institutes of Health, MERIT Award, 1994 - 2004
-Microbial Chemistry Medal of the Kitasato Institute and Kitasato University, 1995
-Fogarty International Center Senior International Fellow, 1999
-Institut Universitaire de France, Fellow, 1999
-A. C. Cope Scholar Award of the American Chemical Society, 2000
-Prelog Lecture and Medal, ETH Zürich, 2002
-Royce Faculty Fellow, 2002-2009
-Fellow of the American Association for the Advancement of Science (AAAS), 2003
-Derek Brewer Visiting Fellow, Emmanuel College, Cambridge, 2004
-Repligen Award in Chemistry of Biological Processes, Division of Biological Chemistry of the American Chemical Society, 2005
-Ph. D. honoris causa University of Kalmar, Sweden, 2007
-Philip J. Bray Award for Teaching Excellence in the Physical Sciences, Brown University, 2008
-Honorary Professor, Wuhan University, 2011
-Alfred Bader Award of the American Chemical Society, 2013
-Fellow of the American Academy of Arts & Sciences, 2013
Memberships
-American Chemical Society
-Royal Society of Chemistry
-American Society of Microbiology
-American Society for Biochemistry and Molecular Biology
-American Society of Pharmacognosy
-American Association for the Advancement of Science
-American Academy of Arts & Sciences
Editorial Boards
-Editorial Board, Bioorganic Chemistry, 1983 - 2003
-Editorial Board, Journal of Antibiotics, 1983 - 2015
-Editorial Advisory Board, Chemical Reviews, 1987-1990
-Associate Editor, Journal of Organic Chemistry, 1995 - 2003
-Editorial Advisory Board, Topics in Stereochemistry, 1996 - 2006
-Editorial Board, Current Opinion in Chemical Biology, 1997 -2005
-Faculty of 1000, Contributor, 2000-2008
-Section Editor, Journal of Antibiotics, 2006 - 2014
-Advisory Board, Wiley Encyclopedia of Chemical Biology, 2006
Review Panels/Professional Committees
-NIH Bioorganic and Natural Products Study Section, 1980 - 1984
-ACS Ad Hoc Committee to Review the Journal of Organic Chemistry, 1992 - 1993
-Visiting Committee, Department of Chemistry, Washington State University, 1998
-Alternate Counselor, Biological Chemistry Division, ACS, 1993-1998
-Chair, NIH Scientific Review Group, Centers of Excellence in Chemical
-Methodologies and Library Development, 2002
-NIH SBCB Study Section, 2006
-Chair, External Review Committe, Brandeis University Department of Chemistry, 2006
Consulting
-Consultant, Smith Kline & French Laboratories, 1984 - 1985
-Consultant, American Cyanamid, 1986 -1988
-Myco Pharmaceuticals Lead Discovery Forum, 1993
-Scientific Advisory Board, KOSAN Biosciences, Inc., 1995 - 2006