- Abstract:
- The trisubstituted enolate- and C-C bond-forming capacities of engineered carboxymethylproline synthases CMPSs are coupled with the malonyl-CoA synthetase MatB to enable stereoselective preparation of 5- and 6-membered N-heterocycles functionalised with alkyl-substituted carboxymethyl side chains, starting from achiral alkyl-substituted malonic acids and L-amino acid semialdehydes. The results illustrate the biocatalytic utility of crotonases in tandem enzyme-catalysed reactions for stereoselective synthesis.
- Publication status:
- Published
- Publisher copy:
- 10.1039/c3ob41525b
-
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- Journal:
- Organic and biomolecular chemistry
- Volume:
- 11
- Issue:
- 47
- Pages:
- 8191-8196
- Publication date:
- 2013-12-05
- DOI:
- EISSN:
-
1477-0539
- ISSN:
-
1477-0520
- URN:
-
uuid:3065e355-1f80-4898-bdbc-8fc817d7b54c
- Source identifiers:
-
434239
- Local pid:
- pubs:434239
- Copyright date:
- 2013
Journal article
Stereoselective preparation of lipidated carboxymethyl-proline/pipecolic acid derivatives via coupling of engineered crotonases with an alkylmalonyl-CoA synthetase.
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