| Entry |
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| Name |
(5R)-carbapenem-3-carboxylate synthase;
carC (gene name)
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| Class |
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With 2-oxoglutarate as one donor, and the other dehydrogenated
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| Sysname |
(3S,5S)-carbapenam-3-carboxylate,2-oxoglutarate:oxygen oxidoreductase (dehydrating)
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| Reaction(IUBMB) |
(3S,5S)-carbapenam-3-carboxylate + 2-oxoglutarate + O2 = (5R)-carbapen-2-em-3-carboxylate + succinate + CO2 + H2O [RN: R10415]
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| Reaction(KEGG) |
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| Substrate |
(3S,5S)-carbapenam-3-carboxylate [CPD: C17367];
2-oxoglutarate [CPD: C00026];
O2 [CPD: C00007]
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| Product |
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| 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.
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| History |
EC 1.14.20.3 created 2013
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| Pathway |
| Carbapenem biosynthesis | | Biosynthesis of antibiotics |
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| Orthology |
| (5R)-carbapenem-3-carboxylate synthase |
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| Genes |
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| Reference |
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| Authors |
Clifton IJ, Doan LX, Sleeman MC, Topf M, Suzuki H, Wilmouth RC, Schofield CJ |
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| Title |
Crystal structure of carbapenem synthase (CarC). |
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| Journal |
J. Biol. Chem. 278 (2003) 20843-50. |
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| Reference |
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| Authors |
Stapon A, Li R, Townsend CA |
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| Title |
Carbapenem biosynthesis: confirmation of stereochemical assignments and the role of CarC in the ring stereoinversion process from L-proline. |
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| Journal |
J. Am. Chem. Soc. 125 (2003) 8486-93. |
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| Reference |
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| Authors |
Sleeman MC, Smith P, Kellam B, Chhabra SR, Bycroft BW, Schofield CJ |
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| Title |
Biosynthesis of carbapenem antibiotics: new carbapenam substrates for carbapenem synthase (CarC). |
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| Journal |
Chembiochem. 5 (2004) 879-82. |
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| Other DBs |
ExplorEnz - The Enzyme Database: IUBMB Enzyme Nomenclature: ExPASy - ENZYME nomenclature database: BRENDA, the Enzyme Database: |
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| LinkDB |
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