Stereoselective preparation of lipidated carboxymethyl-proline/pipecolic acid derivatives via coupling of engineered crotonases with an alkylmalonyl-CoA synthetase.
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, s...
| Autori principali: | , , , , , , |
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| Natura: | Journal article |
| Lingua: | English |
| Pubblicazione: |
2013
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| _version_ | 1826265777642143744 |
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| author | Hamed, R Henry, L Gomez-Castellanos, JR Asghar, A Brem, J Claridge, T Schofield, C |
| author_facet | Hamed, R Henry, L Gomez-Castellanos, JR Asghar, A Brem, J Claridge, T Schofield, C |
| author_sort | Hamed, R |
| collection | OXFORD |
| description | 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. |
| first_indexed | 2024-03-06T20:28:58Z |
| format | Journal article |
| id | oxford-uuid:3065e355-1f80-4898-bdbc-8fc817d7b54c |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T20:28:58Z |
| publishDate | 2013 |
| record_format | dspace |
| spelling | oxford-uuid:3065e355-1f80-4898-bdbc-8fc817d7b54c2022-03-26T13:01:09ZStereoselective preparation of lipidated carboxymethyl-proline/pipecolic acid derivatives via coupling of engineered crotonases with an alkylmalonyl-CoA synthetase.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:3065e355-1f80-4898-bdbc-8fc817d7b54cEnglishSymplectic Elements at Oxford2013Hamed, RHenry, LGomez-Castellanos, JRAsghar, ABrem, JClaridge, TSchofield, CThe 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. |
| spellingShingle | Hamed, R Henry, L Gomez-Castellanos, JR Asghar, A Brem, J Claridge, T Schofield, C Stereoselective preparation of lipidated carboxymethyl-proline/pipecolic acid derivatives via coupling of engineered crotonases with an alkylmalonyl-CoA synthetase. |
| title | Stereoselective preparation of lipidated carboxymethyl-proline/pipecolic acid derivatives via coupling of engineered crotonases with an alkylmalonyl-CoA synthetase. |
| title_full | Stereoselective preparation of lipidated carboxymethyl-proline/pipecolic acid derivatives via coupling of engineered crotonases with an alkylmalonyl-CoA synthetase. |
| title_fullStr | Stereoselective preparation of lipidated carboxymethyl-proline/pipecolic acid derivatives via coupling of engineered crotonases with an alkylmalonyl-CoA synthetase. |
| title_full_unstemmed | Stereoselective preparation of lipidated carboxymethyl-proline/pipecolic acid derivatives via coupling of engineered crotonases with an alkylmalonyl-CoA synthetase. |
| title_short | Stereoselective preparation of lipidated carboxymethyl-proline/pipecolic acid derivatives via coupling of engineered crotonases with an alkylmalonyl-CoA synthetase. |
| title_sort | stereoselective preparation of lipidated carboxymethyl proline pipecolic acid derivatives via coupling of engineered crotonases with an alkylmalonyl coa synthetase |
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