Enhanced enzymatic synthesis of a semi-synthetic cephalosprin, cefaclor, with in situ product removal

Biotechnol Lett. 2003 Jul;25(14):1195-8. doi: 10.1023/a:1024595823747.

Abstract

In the enzymatic synthesis of cefaclor, 3-chloro-7-d-(2-phenylglycinamide)-3-cephem-4-carboxylic acid, from phenylglycine methyl ester and 7-aminodesacetoxymethyl-3-chlorocephalosporanic acid, the in situ product could influence both the overall conversion and hydrolysis of the ester. Optimization of the parameters, such as pH 6.2, 5 degrees C and substrate molar ratio of 2:1, made in situ product removal improve the overall conversion from 64% to 85% (mol/mol).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bioreactors
  • Cefaclor / chemical synthesis*
  • Cefaclor / chemistry
  • Cephalosporins / metabolism*
  • Chromatography, High Pressure Liquid
  • Enzymes, Immobilized / metabolism*
  • Glycine / analogs & derivatives*
  • Glycine / metabolism*
  • Hydrogen-Ion Concentration
  • Hydrolysis
  • Models, Chemical
  • Penicillin Amidase / metabolism*
  • Spectrophotometry
  • Substrate Specificity

Substances

  • Cephalosporins
  • Enzymes, Immobilized
  • methyl phenylglycine
  • Cefaclor
  • 7-aminodesacetoxycephalosporanic acid
  • Penicillin Amidase
  • Glycine