Resolution of 2-alkanols by microbially-catalyzed esterification

被引：13

作者：

Molinari, F ^{[1
]}

Mantegazza, L ^{[1
]}

Villa, R ^{[1
]}

Aragozzini, F ^{[1
]}

机构：

[1] Univ Milan, Dipartimento Sci & Tecnol Alimentari & Microbiol, Sez Microbiol Ind, I-20133 Milan, Italy

来源：

JOURNAL OF FERMENTATION AND BIOENGINEERING | 1998年 / 86卷 / 01期

关键词：

microbial biotransformation; 2-octanol; enantioselective esterification; 2-alkyl esters;

D O I：

10.1016/S0922-338X(98)80035-4

中图分类号：

Q81 [生物工程学（生物技术）]; Q93 [微生物学];

学科分类号：

071005 [微生物学]; 0836 [生物工程]; 090102 [作物遗传育种]; 100705 [微生物与生化药学];

摘要：

A method based on the use of whole lyophilized microbial cells has been developed for resolution of 2-alkanols. Firstly, the esterification of racemic 2-octanol with butyric acid was studied. Rhizopus oryzae CBS 112-07 grown on Tween 80 was selected as a suitable biocatalyst. Appropriate choice of solvent, temperature and reactant concentration allowed for highly selective esterification (>97% enantiomeric excess of R-ester, 41% molar conversion). Direct esterification of 2-octanol with butyric acid was compared with interesterification using different acylating reagents. The best results were obtained with butyric acid and tributyrin. Esterification of other racemic 2-alkanols (2-butanol, 2-pentanol, 2-hexanol, 2-heptanol) showed that chain length played a crucial role in enantioselectivity, since lower enatiomeric excesses were observed using short chain alcohols.

引用

页码：62 / 64

页数：3

共 11 条

[1]

ANHYDRIDES AS ACYLATING AGENTS IN LIPASE-CATALYZED STEREOSELECTIVE ESTERIFICATION OF RACEMIC ALCOHOLS [J].