(-)-Alfa-pinenska sintaza (EC 4.2.3.119, (-)-alfa-pinen/(-)-kamken sintaza, (-)-alfa-pinen ciklaza) je enzim sa sistematskim imenom geranil-difosfat difosfat-lijaza (ciklizacija, formira (-)-alfa-pinen).[1][2][3][4][5][6][7][8][9][10][11][12][13][14] Ovaj enzim katalizuje sledeću hemijsku reakciju

(-)-Alfa-pinenska sintaza
Identifikatori
EC broj4.2.3.119
Baze podataka
IntEnzIntEnz pregled
BRENDABRENDA pristup
ExPASyNiceZyme pregled
KEGGKEGG pristup
MetaCycmetabolički put
PRIAMprofil
Strukture PBPRCSB PDB PDBe PDBj PDBsum
geranil difosfat (-)-alfa-pinen + difosfat

Ciklaza II iz Salvia officinalis formira jednake količine (-)-alfa-pinena, (-)-beta-pinena i (-)-kamfena.

Reference уреди

  1. ^ Gambliel, H. & Croteau, R. (1984). „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: 740—748. PMID 6693393. 
  2. ^ Croteau, R.B.; Wheeler, C.J.; Cane, D.E.; Ebert, R. & Ha, H.J. (1987). „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: 5383—5389. PMID 3314988. 
  3. ^ Croteau, R.; Satterwhite, D.M.; Cane, D.E. & Chang, C.C. (1988). „Biosynthesis of monoterpenes. Enantioselectivity in the enzymatic cyclization of (+)- and (-)-linalyl pyrophosphate to (+)- and (-)-pinene and (+)- and (-)-camphene”. J. Biol. Chem. 263: 10063—10071. PMID 3392006. 
  4. ^ Croteau, R. & Satterwhite, D.M. (1989). „Biosynthesis of monoterpenes. Stereochemical implications of acyclic and monocyclic olefin formation by (+)- and (-)-pinene cyclases from sage”. J. Biol. Chem. 264: 15309—15315. PMID 2768265. 
  5. ^ Pyun, H.J.; Wagschal, K.C.; Jung, D.I.; Coates, R.M. & Croteau, R. (1994). „Stereochemistry of the proton elimination in the formation of (+)- and (-)-α-pinene by monoterpene cyclases from sage (Salvia officinalis)”. Arch. Biochem. Biophys. 308: 488—496. PMID 8109979. 
  6. ^ Lu, S.; Xu, R.; Jia, J.W.; Pang, J.; Matsuda, S.P.; Chen, X.Y. (2002). „Cloning and functional characterization of a β-pinene synthase from Artemisia annua that shows a circadian pattern of expression”. Plant Physiol. 130: 477—486. PMID 12226526. 
  7. ^ Lewinsohn, E.; Gijzen, M. & Croteau, R. (1992). „Wound-inducible pinene cyclase from grand fir: purification, characterization, and renaturation after SDS-PAGE”. Arch. Biochem. Biophys. 293: 167—173. PMID 1731633. 
  8. ^ Bohlmann, J.; Steele, C.L. & Croteau, R. (1997). „Monoterpene synthases from grand fir (Abies grandis). cDNA isolation, characterization, and functional expression of myrcene synthase, (-)-(4S)-limonene synthase, and (-)-(1S,5S)-pinene synthase”. J. Biol. Chem. 272: 21784—21792. PMID 9268308. 
  9. ^ Bohlmann, J.; Phillips, M.; Ramachandiran, V.; Katoh, S. & Croteau, R. (1999). „cDNA cloning, characterization, and functional expression of four new monoterpene synthase members of the Tpsd gene family from grand fir (Abies grandis)”. Arch. Biochem. Biophys. 368: 232—243. PMID 10441373. 
  10. ^ Hyatt, D.C. & Croteau, R. (2005). „Mutational analysis of a monoterpene synthase reaction: altered catalysis through directed mutagenesis of (-)-pinene synthase from Abies grandis”. Arch. Biochem. Biophys. 439: 222—233. PMID 15978541. 
  11. ^ Phillips, M.A.; Savage, T.J. & Croteau, R. (1999). „Monoterpene synthases of loblolly pine (Pinus taeda) produce pinene isomers and enantiomers”. Arch. Biochem. Biophys. 372: 197—204. PMID 10562434. 
  12. ^ Phillips, M.A.; Wildung, M.R.; Williams, D.C.; Hyatt, D.C. & Croteau, R. (2003). „cDNA isolation, functional expression, and characterization of (+)-α-pinene synthase and (-)-α-pinene synthase from loblolly pine (Pinus taeda): stereocontrol in pinene biosynthesis”. Arch. Biochem. Biophys. 411: 267—276. PMID 12623076. 
  13. ^ McKay, S.A.; Hunter, W.L.; Godard, K.A.; Wang, S.X.; Martin, D.M.; Bohlmann, J. & Plant, A.L. (2003). „Insect attack and wounding induce traumatic resin duct development and gene expression of (-)-pinene synthase in Sitka spruce”. Plant Physiol. 133: 368—378. PMID 12970502. 
  14. ^ Huber, D.P.W.; Philippe, R.N.; Godard, K.-A.; Sturrock, R.N. & Bohlmann, J. (2005). „Characterization of four terpene synthase cDNAs from methyl jasmonate-induced Douglas-fir, Pseudotsuga menziesii. Phytochemistry. 66: 1427—1439. PMID 15921711. 

Literatura уреди

Spoljašnje veze уреди