Data di Pubblicazione:
1998
Citazione:
Resolution of 2-alkanols by microbially-catalyzed esterification / F. Molinari, L. Mantegazza, R. Villa, F. Aragozzini. - In: JOURNAL OF FERMENTATION AND BIOENGINEERING. - ISSN 0922-338X. - 86:1(1998), pp. 62-64.
Abstract:
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.
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 burytic 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.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
2- alkyl esters; 2-octanol; Enantioselective esterification; Microbial biotransformation
Elenco autori:
F. Molinari, L. Mantegazza, R. Villa, F. Aragozzini
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