PMID: 11320513Apr 26, 2001Paper

Highly efficient synthesis of ampicillin in an "aqueous solution-precipitate" system: repetitive addition of substrates in a semicontinuous process

Biotechnology and Bioengineering
Maxim I YoushkoV K Svedas

Abstract

The synthesis of ampicillin catalyzed by Escherichia coli penicillin acylase was optimized in an aqueous system with partially dissolved antibiotic nucleus 6-aminopenicillanic acid (6-APA). The yields of both 6-APA and acyl donor could be improved by repetitively adding substrates to the reaction, allowing the concentration of 6-APA to remain saturated throughout. In this reaction concept, with four subsequent additions of substrates, 97% conversion of 6-APA and 72% of D-(-)-phenylglycine methyl ester (D-PGM) to ampicillin was achieved. The synthetic potential of this concept was estimated using a mathematical model which showed that by increasing the amount of added substrates a nearly quantitative conversion of 6-APA and 85% conversion of acyl donor into ampicillin could be achieved.

References

Dec 1, 1984·Hoppe-Seyler's Zeitschrift für physiologische Chemie·V KascheR Zöllner
Dec 4, 1980·Biochimica Et Biophysica Acta·A L MargolinI V Berezin
Apr 14, 1982·Biochemical and Biophysical Research Communications·H J Niggli, P A Cerutti

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Citations

Jul 13, 2002·Biotechnology and Bioengineering·Maxim I YoushkoVytas K Svedas
Dec 23, 2006·Applied Microbiology and Biotechnology·Jingang WangWeihong Jiang
Sep 27, 2002·Current Opinion in Biotechnology·Andreas SchmidBruno Bühler
May 24, 2015·Enzyme and Microbial Technology·Ana ToplakDick B Janssen
Nov 6, 2018·Chemistry : a European Journal·Dennis HülsewedeJan von Langermann
Jul 16, 2010·Biotechnology and Bioengineering·Susana M S A BernardinoLuís P Fonseca

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