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Titolo:
Microbial reduction of alpha-chloroketone to alpha-chlorohydrin
Autore:
Goswami, A; Mirfakhrae, KD; Totleben, MJ; Swaminathan, S; Patel, RN;
Indirizzi:
Bristol Myers Squibb Pharmaceut Res Inst, Proc Res & Dev, New Brunswick, NJ 08903 USA Bristol Myers Squibb Pharmaceut Res Inst New Brunswick NJ USA 08903 3 USA
Titolo Testata:
JOURNAL OF INDUSTRIAL MICROBIOLOGY & BIOTECHNOLOGY
fascicolo: 5, volume: 26, anno: 2001,
pagine: 259 - 262
SICI:
1367-5435(200105)26:5<259:MROATA>2.0.ZU;2-C
Fonte:
ISI
Lingua:
ENG
Soggetto:
CHEMOENZYMATIC SYNTHESIS; ALCOHOL-DEHYDROGENASE; CHIRAL EPOXIDES; BAKERS-YEAST; ETHYL-ESTER; STEREOSPECIFICITY; SYNTHON;
Keywords:
microbial reduction; alpha-chloroketone; alpha-chlorohydrin; stereospecific reduction;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Agriculture,Biology & Environmental Sciences
Life Sciences
Citazioni:
14
Recensione:
Indirizzi per estratti:
Indirizzo: Goswami, A Bristol Myers Squibb Pharmaceut Res Inst, Proc Res & Dev, 1 Squibb Dr, NewBrunswick, NJ 08903 USA Bristol Myers Squibb Pharmaceut Res Inst1 Squibb Dr New Brunswick NJ USA 08903
Citazione:
A. Goswami et al., "Microbial reduction of alpha-chloroketone to alpha-chlorohydrin", J IND MIC B, 26(5), 2001, pp. 259-262

Abstract

Microbial reduction of alpha -chloroketone to alpha -chlorohydrin was studied as one of the approaches for construction of the chiral center of the corresponding epoxide. About 100 microorganisms covering many species of Candida, Pichia, Hansenula, Geotrichum, Rhodococcus and Aureobasidium were screened to reduce the a-chloroketone stereospecifically. Many strains provided the R-alpha -chlorohydrin with 100% enantiomeric excess (ee), e.g., Candida sonorensis SC 16117, Geotrichum candidum SC 5469, Rhodotorula glutinis SC 16293, Sphingomonas paucimobilis SC 16113, Pichia silvicola SC 16159 and Rhodococcus equi SC 15835. Few microorganisms showed preferential formationof S-alpha -chlorohydrin after reduction. Among them, Pichia pines SC 13864 and two Pichia methanolica strains SC 16116 and SC 13860 were the best, providing the S-alpha -chlorohydrin with ee of 88%, 79% and 78%, respectively. The enantiospecificity of the reduction by these Pichia species can be modified by changing the pH or prior heat treatment of the cells and S-alpha-chlorohydrin with greater than or equal to 95% ee was obtained by appropriate modification of reaction conditions.

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Documento generato il 21/09/20 alle ore 06:38:23