(−)-beta-pinene synthase: Difference between revisions

| Name = (-−)-betaβ-pinene synthase

| EC_number = 4.2.3.120

| CAS_number =

| GO_codeimage =

| imagewidth =

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'''(-−)-betaβ-pinenePinene synthase''' ({{EC number|4.2.3.120}}, ''beta'β-geraniolene synthase''', '''(-−)-(1S1''S'',5S5''S'')-pinene synthase''', '''geranyldiphosphate diphosphate lyase (pinene forming)''') is an [[enzyme]] with system[[List of enzymes|systematic name]] '''geranyl-diphosphate diphosphate-lyase ([cyclizing, (-−)-betaβ-pinene-forming)]'''.<ref>{{cite journal | vauthors = Croteau RB, Wheeler CJ, Cane DE, Ebert R, Ha HJ | title = Isotopically sensitive branching in the formation of cyclic monoterpenes: proof that (-–)-&alpha;α-pinene and (-–)-&beta;β-pinene are synthesized by the same monoterpene cyclase via deprotonation of a common intermediate |author journal = Croteau,Biochemistry R.B.,| Wheeler,volume C.J.,= Cane,26 D.E.,| Ebert,issue R.= and17 Ha,| H.J. |journalpages = Biochemistry5383–9 | date = August 1987 |volume pmid = 263314988 |pages doi = 5383-538910.1021/bi00391a025 |pmid = 3314988}}</ref><ref>{{cite journal | vauthors = Croteau R, Satterwhite DM | title = Biosynthesis of monoterpenes. Stereochemical implications of acyclic and monocyclic olefin formation by (+)- and (-–)-pinene cyclases from sage |author journal = Croteau,The R.Journal andof Satterwhite,Biological D.M.Chemistry |journal volume = J.264 Biol.| Chem.issue = 26 | pages = 15309–15 | date = September 1989 |volume doi = 26410.1016/S0021-9258(19)84827-5 |pages doi-access = 15309-15315free | pmid = 2768265 }}</ref><ref>{{cite journal | vauthors = Croteau R, Satterwhite DM, Cane DE, Chang CC | title = Biosynthesis of monoterpenes. Enantioselectivity in the enzymatic cyclization of (+)- and (-–)-linalyl pyrophosphate to (+)- and (-–)-pinene and (+)- and (-–)-camphene |author journal = Croteau,The R.,Journal Satterwhite,of D.M.,Biological Cane,Chemistry D.E.| andvolume Chang,= C.C.263 |journal issue = J.21 Biol.| Chem.pages = 10063–71 | date = July 1988 |volume doi = 26310.1016/S0021-9258(19)81477-1 |pages doi-access = 10063-10071free | pmid = 3392006 }}</ref><ref>{{cite journal | vauthors = Pyun HJ, Wagschal KC, Jung DI, Coates RM, Croteau R | title = Stereochemistry of the proton elimination in the formation of (+)- and (-–)-&alpha;α-pinene by monoterpene cyclases from sage (<em>''Salvia officinalis</em>'') |author journal = Pyun,Archives H.J.,of Wagschal,Biochemistry K.C.,and Jung,Biophysics D.I.,| Coates,volume R.M.= and308 Croteau,| R. |journalissue = Arch.2 Biochem.| Biophys.pages = 488–96 | date = February 1994 |volume = 308 |pagespmid = 488-4968109979 |pmid doi = 810997910.1006/abbi.1994.1069 }}</ref><ref>{{cite journal | vauthors = Lu S, Xu R, Jia JW, Pang J, Matsuda SP, Chen XY | title = Cloning and functional characterization of a &beta;β-pinene synthase from <em>''Artemisia annua</em>'' that shows a circadian pattern of expression |author journal = Lu,Plant S.,Physiology Xu,| R.,volume Jia,= J.W.,130 Pang,| J.,issue Matsuda,= S.P. and Chen, X.Y.1 |journal pages = Plant Physiol.477–86 | date = September 2002 |volume pmid = 13012226526 |pages pmc = 477-486166579 |pmid doi = 1222652610.1104/pp.006544 }}</ref><ref>{{cite journal | vauthors = Gijzen M, Lewinsohn E, Croteau R | title = Characterization of the constitutive and wound-inducible monoterpene cyclases of grand fir (<em>''Abies grandis</em>'') |author journal = Gijzen,Archives M.,of Lewinsohn, E.Biochemistry and Croteau, R.Biophysics |journal volume = Arch.289 Biochem.| Biophys. |dateissue = 19912 |volume pages = 289267–73 |pages date = 267-273September 1991 | pmid = 1898071 | doi = 10.1016/0003-9861(91)90471-T }}</ref><ref>{{cite journal | vauthors = Lewinsohn E, Gijzen M, Croteau R | title = Wound-inducible pinene cyclase from grand fir: purification, characterization, and renaturation after SDS-PAGE |author journal = Lewinsohn,Archives E.,of Gijzen, M.Biochemistry and Croteau, R.Biophysics |journal volume = Arch.293 Biochem.| Biophys. |dateissue = 19921 |volume pages = 293167–73 |pages date = 167-173February 1992 | pmid = 1731633 | doi = 10.1016/0003-9861(92)90380-f }}</ref><ref>{{cite journal | vauthors = Bohlmann J, Steele CL, Croteau R | title = Monoterpene synthases from grand fir (<em>''Abies grandis</em>''). cDNA isolation, characterization, and functional expression of myrcene synthase, (-–)-(4<em>''S</em>'')-limonene synthase, and (-–)-(1<em>''S</em>'',5<em>''S</em>'')-pinene synthase |author journal = Bohlmann,The J.,Journal Steele,of C.L.Biological andChemistry Croteau,| R.volume = 272 |journal issue = J.35 Biol.| Chem.pages = 21784–92 | date = August 1997 |volume pmid = 2729268308 |pages doi = 10.1074/jbc.272.35.21784-21792 |pmid doi-access = 9268308free }}</ref><ref>{{cite journal | vauthors = Hyatt DC, Croteau R | title = Mutational analysis of a monoterpene synthase reaction: altered catalysis through directed mutagenesis of (-)-pinene synthase from <em>''Abies grandis</em>'' |author journal = Hyatt,Archives D.C.of Biochemistry and Croteau, R.Biophysics |journal volume = Arch.439 Biochem.| Biophys. |dateissue = 20052 |volume pages = 439222–33 |pages date = 222-233July 2005 | pmid = 15978541 | doi = 10.1016/j.abb.2005.05.017 }}</ref><ref>{{cite journal | vauthors = Savage TJ, Ichii H, Hume SD, Little DB, Croteau R | title = Monoterpene synthases from gymnosperms and angiosperms: stereospecificity and inactivation by cysteinyl- and arginyl-directed modifying reagents |author journal = Savage,Archives T.J.,of Ichii,Biochemistry H.,and Hume,Biophysics S.D.,| Little,volume D.B.= and Croteau, R.320 |journal issue = Arch.2 Biochem.| Biophys.pages = 257–65 | date = July 1995 |volume pmid = 3207625832 |pages doi = 25710.1016/0003-2659861(95)90008-x |pmid = 7625832}}</ref><ref>{{cite journal | vauthors = Phillips MA, Savage TJ, Croteau R | title = Monoterpene synthases of loblolly pine (<em>''Pinus taeda</em>'') produce pinene isomers and enantiomers |author journal = Phillips,Archives M.A.,of Savage, T.J.Biochemistry and Croteau, R.Biophysics |journal volume = Arch.372 Biochem.| Biophys. |dateissue = 19991 |volume pages = 372197–204 |pages date = 197-204December 1999 | pmid = 10562434 | doi = 10.1006/abbi.1999.1467 }}</ref><ref>{{cite journal | vauthors = McKay SA, Hunter WL, Godard KA, Wang SX, Martin DM, Bohlmann J, Plant AL | title = Insect attack and wounding induce traumatic resin duct development and gene expression of (-)-pinene synthase in Sitka spruce |author journal = McKay,Plant S.A.,Physiology Hunter,| W.L.,volume Godard,= K.A.,133 Wang,| S.X.,issue Martin,= D.M.,1 Bohlmann,| J. and Plant, A.L. |journalpages = Plant Physiol.368–78 | date = September 2003 |volume pmid = 13312970502 |pages pmc = 368-378196613 |pmid doi = 1297050210.1104/pp.103.022723 }}</ref> This enzyme [[catalysis|catalyses]] the following [[chemical reaction]]

: [[geranyl diphosphate]] <math>\rightleftharpoons</math> (-−)-[[betaβ-pinene]] + [[diphosphate]]

Cyclase II of ''[[Salvia officinalis]]'' (sage) produces about equal parts (-−)-[[alphaα-pinene]], (-−)-betaβ-pinene and (-−)-[[camphene]].

* {{MeshName|(-−)-beta-pinene+synthase}}