(−)-alpha-pinene synthase

Class of enzymes (−)-α-pinene synthase 4.2.3.119 (−)-α-Pinene synthase (EC 4.2.3.119, (−)-α-pinene/(−)-camphene synthase, (−)-α-pinene cyclase) is an enzyme with systematic name geranyl-diphosphate diphosphate-lyase [cyclizing, (−)-α-pinene-forming]. Gambliel H, Croteau R Pinene cyclases I and II. Two enzymes from sage (Salvia officinalis) which catalyze stereospecific cyclizations of geranyl pyrophosphate to monoterpene olefins of opposite configuration The Journal of Biological Chemistry 259 2 740–8 January 1984 10.1016/S0021-9258(17)43520-4 free 6693393 Croteau RB, Wheeler CJ, Cane DE, Ebert R, Ha HJ 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 17 5383–9 August 1987 3314988 10.1021/bi00391a025 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 The Journal of Biological Chemistry 263 21 10063–71 July 1988 10.1016/S0021-9258(19)81477-1 free 3392006 Croteau R, Satterwhite DM Biosynthesis of monoterpenes. Stereochemical implications of acyclic and monocyclic olefin formation by (+)- and (−)-pinene cyclases from sage The Journal of Biological Chemistry 264 26 15309–15 September 1989 10.1016/S0021-9258(19)84827-5 free 2768265 Pyun HJ, Wagschal KC, Jung DI, Coates RM, Croteau R Stereochemistry of the proton elimination in the formation of (+)- and (−)-α-pinene by monoterpene cyclases from sage (Salvia officinalis) Archives of Biochemistry and Biophysics 308 2 488–96 February 1994 8109979 10.1006/abbi.1994.1069 Lu S, Xu R, Jia JW, Pang J, Matsuda SP, Chen XY Cloning and functional characterization of a β-pinene synthase from Artemisia annua that shows a circadian pattern of expression Plant Physiology 130 1 477–86 September 2002 12226526 166579 10.1104/pp.006544 Lewinsohn E, Gijzen M, Croteau R Wound-inducible pinene cyclase from grand fir: purification, characterization, and renaturation after SDS-PAGE Archives of Biochemistry and Biophysics 293 1 167–73 February 1992 1731633 10.1016/0003-9861(92)90380-f Bohlmann J, Steele CL, Croteau R Monoterpene synthases from grand fir (Abies grandis). cDNA isolation, characterization, and functional expression of myrcene synthase, (−)-(4S)-limonene synthase, and (−)-(1S,5S)-pinene synthase The Journal of Biological Chemistry 272 35 21784–92 August 1997 9268308 10.1074/jbc.272.35.21784 free Bohlmann J, Phillips M, Ramachandiran V, Katoh S, Croteau R cDNA cloning, characterization, and functional expression of four new monoterpene synthase members of the Tpsd gene family from grand fir (Abies grandis) Archives of Biochemistry and Biophysics 368 2 232–43 August 1999 10441373 10.1006/abbi.1999.1332 Hyatt DC, Croteau R Mutational analysis of a monoterpene synthase reaction: altered catalysis through directed mutagenesis of (−)-pinene synthase from Abies grandis Archives of Biochemistry and Biophysics 439 2 222–33 July 2005 15978541 10.1016/j.abb.2005.05.017 Phillips MA, Savage TJ, Croteau R Monoterpene synthases of loblolly pine (Pinus taeda) produce pinene isomers and enantiomers Archives of Biochemistry and Biophysics 372 1 197–204 December 1999 10562434 10.1006/abbi.1999.1467 Phillips MA, Wildung MR, Williams DC, Hyatt DC, Croteau R cDNA isolation, functional expression, and characterization of (+)-α-pinene synthase and (−)-α-pinene synthase from loblolly pine (Pinus taeda): stereocontrol in pinene biosynthesis Archives of Biochemistry and Biophysics 411 2 267–76 March 2003 12623076 10.1016/s0003-9861(02)00746-4 McKay SA, Hunter WL, Godard KA, Wang SX, Martin DM, Bohlmann J, Plant AL Insect attack and wounding induce traumatic resin duct development and gene expression of (−)-pinene synthase in Sitka spruce Plant Physiology 133 1 368–78 September 2003 12970502 196613 10.1104/pp.103.022723 Huber DP, Philippe RN, Godard KA, Sturrock RN, Bohlmann J Characterization of four terpene synthase cDNAs from methyl jasmonate-induced Douglas-fir, Pseudotsuga menziesii Phytochemistry 66 12 1427–39 June 2005 15921711 10.1016/j.phytochem.2005.04.030 2005PChem..66.1427H This enzyme catalyses the following chemical reaction geranyl diphosphate (−)-α-pinene + diphosphate Cyclase II of Salvia officinalis (sage) gives about equal parts (−)-α-pinene, (−)-β-pinene and (−)-camphene. References External links (−)-alpha-pinene+synthase Biology no Category:EC 4.2.3