Rod Croteau: 35 years of terrific terpene biochemistry

Phytochemistry

Volumn 67, Issue 15, 2006, Pages 1562-1563

  Gershenzon, Jonathan ^a  

^a MAX PLANCK INSTITUTE FOR CHEMICAL ECOLOGY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33747349454     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2006.06.009     Document Type: Editorial

References (25)

1. A.J. Poulose R. Croteau γ -Terpinene synthetase: a key enzyme in the biosynthesis of aromatic monoterpenes Arch. Biochem. Biophys. 191 1978 400 411
2. R. Croteau F. Karp Biosynthesis of monoterpenes: preliminary characterization of bornyl pyrophosphate synthetase from sage ( Salvia officinalis ) and demonstration that geranyl pyrophosphate is the preferred substrate for cyclization Arch. Biochem. Biophys. 198 1979 512 522
3. D.E. Cane A. Saito R. Croteau J. Shaskus M. Felton Enzymatic cyclization of geranyl pyrophosphate to bornyl pyrophosphate. Role of the pyrophosphate moiety J. Am. Chem. Soc. 104 1982 5831 5833
4. H. Gambliel R. Croteau Pinene cyclases I and II. Two enzymes from sage ( Salvia officinalis ) which catalyze stereospecific cyclizations of geranyl pyrophosphate to monoterpene olefins of opposite configuration J. Biol. Chem. 259 1983 740 748
5. R. Croteau D.M. Satterwhite D.E. Cane C.C. Chang Biosynthesis of monoterpenes. Enantioselectivity in the enzymatic cyclization of (+)- and (−)-linalyl pyrophosphate to (+)- and (−)-bornyl pyrophosphate J. Biol. Chem. 261 1986 13438 13445
6. C.J. Wheeler R.B. Croteau Direct demonstration of the isomerization component of the monoterpene cyclase reaction using a cyclopropylcarbinyl pyrophosphate substrate analog Proc. Natl. Acad. Sci. USA 84 1987 4856 4859
7. R.B. Croteau C.J. Wheeler D.E. Cane R. Ebert H.-J. Ha Isotopically sensitive branching in the formation of cyclic monoterpenes: Proof that (−)-α-pinene and (−)-β-pinene are synthesized by the same monoterpene cyclase via deprotonation of a common intermediate Biochemistry 26 1987 5383 5389
8. F. Karp C.A. Mihaliak J.L. Harris R. Croteau Monoterpene biosynthesis: specificity of the hydroxylations of (−)-limonene by enzyme preparations from peppermint ( Mentha piperita ), spearmint ( Mentha spicata ) and perilla ( Perilla frutescens ) leaves Arch. Biochem. Biophys. 276 1990 219 226
9. E. Lewinsohn M. Gijzen R. Croteau Defense mechanisms of conifers. Differences in constitutive and wound-induced monoterpene biosynthesis among species Plant Physiol. 96 1991 44 49
10. W.R. Alonso J.I.M. Rajaonarivony J. Gershenzon R. Croteau Purification of 4 S -limonene synthase, a monoterpene cyclase from the glandular trichomes of peppermint ( Mentha × piperita ) and spearmint ( Mentha spicata ) J. Biol. Chem. 267 1992 7582 7587
11. S.M. Colby W.R. Alonso E.J. Katahira D.J. McGarvey R. Croteau 4 S -Limonene synthase from the oil glands of spearmint ( Mentha spicata ). cDNA isolation, characterization and bacterial expression of the catalytically active monoterpene cyclase J. Biol. Chem. 268 1993 23016 23024
12. A.E. Koepp M. Hezari J. Zajicek B. Stofer Vogel R.E. LaFever N.G. Lewis R. Croteau Cyclization of geranylgeranyl diphosphate to taxa-4(5),11(12)-diene is the committed step of taxol biosynthesis in Pacific yew J. Biol. Chem. 270 1995 8686 8690
13. J. Hefner S.M. Rubenstein R.E.B. Ketchum D.M. Gibson R.M. Williams R. Croteau Cytochrome P450-catalyzed hydroxylation of taxa-4(5),11(12)-diene to taxa-4(20),11(12)-dien-5α-ol: the first oxygenation step in taxol biosynthesis Chem. Biol. 3 1996 479 489
14. B. Stofer Vogel M.R. Wildung G. Vogel R. Croteau Abietadiene synthase from grand fir ( Abies grandis ) J. Biol. Chem. 271 1996 23262 23268
15. J. Bohlmann G. Meyer-Gauen R. Croteau Plant terpenoid synthases: molecular biology and phylogenetic analysis Proc. Natl. Acad. Sci. USA 95 1998 4126 4133
16. B.M. Lange M.R. Wildung D. McCaskill R. Croteau A family of transketolases that directs isoprenoid biosynthesis via a mevalonate-independent pathway Proc. Natl. Acad. Sci. USA 95 1998 2100 2104
17. C.L. Steele J. Crock J. Bohlmann R. Croteau Sesquiterpene synthases from grand fir ( Abies grandis ). Comparison of constitutive and wound-induced activities and cDNA isolation, characterization and bacterial expression of δ-selinene synthase and γ-humulene synthase J. Biol. Chem. 273 1998 2078 2089
18. S. Lupien F. Karp M. Wildung R. Croteau Regiospecific cytochrome P450 limonene hydroxylases from mint ( Mentha ) species: cDNA isolation, characterization, and functional expression of (−)-4 S -limonene-3-hydroxylase and (−)-4 S -limonene-6-hydroxylase Arch. Biochem. Biophys. 368 1999 181 192
19. C.C. Burke M.R. Wildung R. Croteau Geranyl diphosphate synthase: cloning, expression, and characterization of this prenyltransferase as a heterodimer Proc. Natl. Acad. Sci. USA 96 1999 13062 13067
20. S.C. Trapp R.B. Croteau Genomic organization of plant terpene synthases and molecular evolutionary implications Genetics 158 2001 811 832
21. S.S. Mahmoud R.B. Croteau Metabolic engineering of essential oil yield and composition in mint by altering expression of deoxyxylulose phosphate reductoisomerase and menthofuran synthase Proc. Natl. Acad. Sci. USA 98 2001 8915 8920
22. K. Walker S. Fujisaki R. Long R. Croteau Molecular cloning and heterologous expression of the C-13 phenylpropanoid side chain-CoA acyltransferase that functions in taxol biosynthesis Proc. Natl. Acad. Sci. USA 99 2002 12715 12720
23. D.A. Whittington M.L. Wise M. Urbansky R.M. Coates R.B. Croteau D.W. Christianson Bornyl diphosphate synthase: structure and strategy for carbocation manipulation by a terpenoid cyclase Proc. Natl. Acad. Sci. USA 99 2002 15375 15380
24. R.J. Peters O.A. Carter Y. Zhang B.W. Matthews R.B. Croteau Bifunctional abietadiene synthase: mutual structural dependence of the active sites for protonation-initiated and ionization-initiated cyclizations Biochemistry 42 2003 2700 2707
25. G.W. Turner R. Croteau Organization of monoterpene biosynthesis in Mentha . Immunocytochemical localizations of geranyl diphosphate synthase, limonene-6-hydroxylase, isopiperitenol dehydrogenase, and pulegone reductase Plant Physiol. 136 2004 4215 4227