KEGG   ENZYME: 1.14.20.3Help
Entry
EC 1.14.20.3                Enzyme                                 

Name
(5R)-carbapenem-3-carboxylate synthase;
carC (gene name)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With 2-oxoglutarate as one donor, and the other dehydrogenated
BRITE hierarchy
Sysname
(3S,5S)-carbapenam-3-carboxylate,2-oxoglutarate:oxygen oxidoreductase (dehydrating)
Reaction(IUBMB)
(3S,5S)-carbapenam-3-carboxylate + 2-oxoglutarate + O2 = (5R)-carbapen-2-em-3-carboxylate + succinate + CO2 + H2O [RN:R10415]
Reaction(KEGG)
Substrate
(3S,5S)-carbapenam-3-carboxylate [CPD:C17367];
2-oxoglutarate [CPD:C00026];
O2 [CPD:C00007]
Product
(5R)-carbapen-2-em-3-carboxylate [CPD:C06669];
succinate [CPD:C00042];
CO2 [CPD:C00011];
H2O [CPD:C00001]
Comment
Requires Fe2+. The enzyme is involved in the biosynthesis of the carbapenem beta-lactam antibiotic (5R)-carbapen-2-em-3-carboxylate in the bacterium Pectobacterium carotovorum. It catalyses a stereoinversion at C-5 and introduces a double bond between C-2 and C-3.
History
EC 1.14.20.3 created 2013
Pathway
Carbapenem biosynthesis
Biosynthesis of antibiotics
Orthology
K18315  
(5R)-carbapenem-3-carboxylate synthase
Genes
PLU: 
plu0184(cpmC)
SERR: 
DZE: 
PAO: 
Taxonomy
Reference
1  [PMID:12611886]
  Authors
Clifton IJ, Doan LX, Sleeman MC, Topf M, Suzuki H, Wilmouth RC, Schofield CJ
  Title
Crystal structure of carbapenem synthase (CarC).
  Journal
J. Biol. Chem. 278 (2003) 20843-50.
Reference
2  [PMID:12848554]
  Authors
Stapon A, Li R, Townsend CA
  Title
Carbapenem biosynthesis: confirmation of stereochemical assignments and the role  of CarC in the ring stereoinversion process from L-proline.
  Journal
J. Am. Chem. Soc. 125 (2003) 8486-93.
Reference
3  [PMID:15174175]
  Authors
Sleeman MC, Smith P, Kellam B, Chhabra SR, Bycroft BW, Schofield CJ
  Title
Biosynthesis of carbapenem antibiotics: new carbapenam substrates for carbapenem  synthase (CarC).
  Journal
Chembiochem. 5 (2004) 879-82.
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 

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