The syntheses of 1R- and 1S-5-methylenylcamphor and their epoxidation by cytochrome P-450-CAM

Autor:	John H. Dawson, George B. Crull, Thomas A. Bryson, David M. Maryniak, Saloumeh Kadkhodayan
Rok vydání:	1993
Předmět:	chemistry.chemical_classification Ketone Cytochrome biology Bicyclic molecule Chemistry Stereochemistry Organic Chemistry biology.organism_classification Biochemistry Pseudomonas putida Hydroxylation chemistry.chemical_compound Stereospecificity Drug Discovery biology.protein Epimer Methylene
Zdroj:	Tetrahedron. 49:9373-9384
ISSN:	0040-4020
DOI:	10.1016/0040-4020(93)80022-l
Popis:	The syntheses of 1R- and 1S-5-methylenylcamphor, camphor analogues in which the two methylene hydrogens at C-5 have been replaced with an exocyclic methylene group, are described. The stereospecific epoxidations of both olefins by Pseudomonas putida cytochrome P450-CAM to give the exo -epoxides are reported. The turnover rates for the epoxidation of the 1R and 1S olefins are ten- and three-fold slower, respectively, than the rates of hydroxylation of 1R- and 1S-camphor.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::fb4b3d263157025f942c94cdec30abb0 https://doi.org/10.1016/0040-4020(93)80022-l Zobrazit plný text záznamu