KEGG   ENZYME: 5.3.3.14Help
Entry
EC 5.3.3.14                 Enzyme                                 

Name
trans-2-decenoyl-[acyl-carrier protein] isomerase;
beta-hydroxydecanoyl thioester dehydrase;
trans-2-cis-3-decenoyl-ACP isomerase;
trans-2,cis-3-decenoyl-ACP isomerase;
trans-2-decenoyl-ACP isomerase;
FabM;
decenoyl-[acyl-carrier-protein] Delta2-trans-Delta3-cis-isomerase
Class
Isomerases;
Intramolecular oxidoreductases;
Transposing C=C bonds
BRITE hierarchy
Sysname
decenoyl-[acyl-carrier protein] Delta2-trans-Delta3-cis-isomerase
Reaction(IUBMB)
a trans-dec-2-enoyl-[acyl-carrier protein] = a cis-dec-3-enoyl-[acyl-carrier protein] [RN:R07639]
Reaction(KEGG)
Substrate
trans-dec-2-enoyl-[acyl-carrier protein] [CPD:C05754]
Product
cis-dec-3-enoyl-[acyl-carrier protein]
Comment
While the enzyme from Escherichia coli is highly specific for the 10-carbon enoyl-ACP, the enzyme from Streptococcus pneumoniae can also use the 12-carbon enoyl-ACP as substrate in vitro but not 14- or 16-carbon enoyl-ACPs [3]. ACP can be replaced by either CoA or N-acetylcysteamine thioesters. The cis-3-enoyl product is required to form unsaturated fatty acids, such as palmitoleic acid and cis-vaccenic acid, in dissociated (or type II) fatty-acid biosynthesis.
Reference
1  [PMID:4863740]
  Authors
Brock DJ, Kass LR, Bloch K.
  Title
Beta-hydroxydecanoyl thioester dehydrase. II. Mode of action.
  Journal
J. Biol. Chem. 242 (1967) 4432-40.
  Organism
Escherichia coli [GN:eco]
Reference
2
  Authors
Bloch, K.
  Title
Enzymatic synthesis of monounsaturated fatty acids.
  Journal
Acc. Chem. Res. 2 (1969) 193-202.
Reference
3  [PMID:12237320]
  Authors
Marrakchi H, Choi KH, Rock CO.
  Title
A new mechanism for anaerobic unsaturated fatty acid formation in Streptococcus pneumoniae.
  Journal
J. Biol. Chem. 277 (2002) 44809-16.
  Organism
Streptococcus pneumoniae
Reference
4
  Authors
Cronan, J.E., Jr. and Rock, C.O.
  Title
Biosynthesis of membrane lipids.
  Journal
In: Neidhardt, F.C. (Ed.), Escherichia coli and Salmonella: Cellular and Molecular Biology, 2nd ed., vol. 1, ASM Press, Washington, DC, 1996, p. 612-636.
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 
CAS: 
9030-80-2

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