Biology:(-)-alpha-pinene synthase
From HandWiki
Short description: Class of enzymes
| (–)-α-pinene synthase | |||||||||
|---|---|---|---|---|---|---|---|---|---|
| Identifiers | |||||||||
| EC number | 4.2.3.119 | ||||||||
| Databases | |||||||||
| IntEnz | IntEnz view | ||||||||
| BRENDA | BRENDA entry | ||||||||
| ExPASy | NiceZyme view | ||||||||
| KEGG | KEGG entry | ||||||||
| MetaCyc | metabolic pathway | ||||||||
| PRIAM | profile | ||||||||
| PDB structures | RCSB PDB PDBe PDBsum | ||||||||
| |||||||||
(–)-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].[1][2][3][4][5][6][7][8][9][10][11][12][13][14] This enzyme catalyses the following chemical reaction
- geranyl diphosphate [math]\displaystyle{ \rightleftharpoons }[/math] (–)-α-pinene + diphosphate
Cyclase II of Salvia officinalis (sage) gives about equal parts (–)-α-pinene, (–)-β-pinene and (–)-camphene.
References
- ↑ "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. PMID 6693393.
- ↑ "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. doi:10.1021/bi00391a025. PMID 3314988.
- ↑ "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. PMID 3392006.
- ↑ "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. PMID 2768265.
- ↑ "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. doi:10.1006/abbi.1994.1069. PMID 8109979.
- ↑ "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. doi:10.1104/pp.006544. PMID 12226526.
- ↑ "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. doi:10.1016/0003-9861(92)90380-f. PMID 1731633.
- ↑ "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. doi:10.1074/jbc.272.35.21784. PMID 9268308.
- ↑ "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. doi:10.1006/abbi.1999.1332. PMID 10441373.
- ↑ "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. doi:10.1016/j.abb.2005.05.017. PMID 15978541.
- ↑ "Monoterpene synthases of loblolly pine (Pinus taeda) produce pinene isomers and enantiomers". Archives of Biochemistry and Biophysics 372 (1): 197–204. December 1999. doi:10.1006/abbi.1999.1467. PMID 10562434.
- ↑ "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. doi:10.1016/s0003-9861(02)00746-4. PMID 12623076.
- ↑ "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. doi:10.1104/pp.103.022723. PMID 12970502.
- ↑ "Characterization of four terpene synthase cDNAs from methyl jasmonate-induced Douglas-fir, Pseudotsuga menziesii". Phytochemistry 66 (12): 1427–39. June 2005. doi:10.1016/j.phytochem.2005.04.030. PMID 15921711.
External links
- (-)-alpha-pinene+synthase at the US National Library of Medicine Medical Subject Headings (MeSH)
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