KEGG   ENZYME: 4.2.3.52
Entry
EC 4.2.3.52                 Enzyme                                 
Name
(4S)-beta-phellandrene synthase (geranyl-diphosphate-cyclizing);
phellandrene synthase;
(-)-beta-phellandrene synthase;
(-)-(4S)-beta-phellandrene synthase
Class
Lyases;
Carbon-oxygen lyases;
Acting on phosphates
Sysname
geranyl-diphosphate diphosphate-lyase [cyclizing; (4S)-beta-phellandrene-forming]
Reaction(IUBMB)
geranyl diphosphate = (4S)-beta-phellandrene + diphosphate
Substrate
geranyl diphosphate [CPD:C00341]
Product
(4S)-beta-phellandrene;
diphosphate [CPD:C00013]
Comment
Requires Mn2+. Mg2+ is not effective [1]. Some (-)-alpha-phellandrene is also formed [3]. The reaction involves a 1,3-hydride shift [4].
History
EC 4.2.3.52 created 2010
Orthology
K22053  (4S)-beta-phellandrene synthase (geranyl-diphosphate-cyclizing)
Reference
1  [PMID:8307957]
  Authors
Savage TJ, Hatch MW, Croteau R
  Title
Monoterpene synthases of Pinus contorta and related conifers. A new class of terpenoid cyclase.
  Journal
J Biol Chem 269:4012-20 (1994)
Reference
2  [PMID:10441373]
  Authors
Bohlmann J, Phillips M, Ramachandiran V, Katoh S, Croteau R
  Title
cDNA cloning, characterization, and functional expression of four new monoterpene synthase members of the Tpsd gene family from grand fir (Abies grandis).
  Journal
Arch Biochem Biophys 368:232-43 (1999)
DOI:10.1006/abbi.1999.1332
  Sequence
[ag:AAF61453]
Reference
3
  Authors
Wagschal, K., Savage, T.J. and Croteau, R.
  Title
Isotopically sensitive branching as a tool for evaluating multiple product formation by monoterpene cyclases.
  Journal
Tetrahedron 31:5933-5944 (1991)
Reference
4  [PMID:8460944]
  Authors
LaFever RE, Croteau R
  Title
Hydride shifts in the biosynthesis of the p-menthane monoterpenes alpha-terpinene, gamma-terpinene, and beta-phellandrene.
  Journal
Arch Biochem Biophys 301:361-6 (1993)
DOI:10.1006/abbi.1993.1156
Other DBs
ExplorEnz - The Enzyme Database: 4.2.3.52
IUBMB Enzyme Nomenclature: 4.2.3.52
ExPASy - ENZYME nomenclature database: 4.2.3.52
BRENDA, the Enzyme Database: 4.2.3.52
CAS: 137010-34-5

  All links  
Gene (2)   
   KEGG ORTHOLOGY (1)   
   KEGG GENES (1)   
Protein sequence (18)   
   UniProt (9)   
   SWISS-PROT (9)   
Protein domain (8)   
   InterPro (8)   
All databases (28)   

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