Enantiocomplementary preparation of (S)- and (R)-1-pyridylalkanols via ketone reduction and alkane hydroxylation using whole cells of Pseudomonas putida UV4
Data(s) |
18/10/2002
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Resumo |
A previously unreported alcohol dehydrogenase enzyme in the mutant soil bacterium Pseudomonas putida UV4 catalyses the reduction of 2-, 3- and 4-acylpyridines to afford the corresponding (S)-1-pyridyl alkanols, with moderate to high e.e., whilst under the same conditions 2,6-diacetylpyridine is readily converted to the corresponding enantiopure C2-symmetric (S,S)-diol in one step. In contrast, the toluene dioxygenase enzyme in the same organism catalyses the hydroxylation of 2- and 3-alkylpyridines to (R)-1-(2-pyridyl) and (R)-1-(3-pyridyl)alkanols. This combination of oxidative and reductive biotransformations thus provides a method for preparing both enantiomers of chiral 1-pyridyl alkanols using one biocatalyst. |
Identificador |
http://dx.doi.org/10.1016/S0957-4166(02)00634-1 http://www.scopus.com/inward/record.url?scp=0037131654&partnerID=8YFLogxK |
Idioma(s) |
eng |
Direitos |
info:eu-repo/semantics/restrictedAccess |
Fonte |
Sheldrake , G , Garrett , M D & Scott , R 2002 , ' Enantiocomplementary preparation of (S)- and (R)-1-pyridylalkanols via ketone reduction and alkane hydroxylation using whole cells of Pseudomonas putida UV4 ' Tetrahedron-Asymmetry , vol 13(20) , no. 20 , pp. 2201-2204 . DOI: 10.1016/S0957-4166(02)00634-1 |
Palavras-Chave | #/dk/atira/pure/subjectarea/asjc/1600/1604 #Inorganic Chemistry #/dk/atira/pure/subjectarea/asjc/1600/1605 #Organic Chemistry #/dk/atira/pure/subjectarea/asjc/2500/2505 #Materials Chemistry #/dk/atira/pure/subjectarea/asjc/3000/3002 #Drug Discovery |
Tipo |
article |