In situ mixed donor synthesis of ampicillin with ethylene glycol co-solvent

Andria L Deaguero; Andreas S Bommarius

doi:10.1002/bit.25143

In situ mixed donor synthesis of ampicillin with ethylene glycol co-solvent

Biotechnol Bioeng. 2014 May;111(5):1054-8. doi: 10.1002/bit.25143. Epub 2013 Nov 20.

Authors

Andria L Deaguero¹, Andreas S Bommarius

Affiliation

¹ Parker H. Petit Institute of Bioengineering and Biosciences, School of Chemical and Biomolecular Engineering, Atlanta, Georgia.

PMID: 24258338
DOI: 10.1002/bit.25143

Abstract

Ethylene glycol has the ability to act as a reactant when employed as a co-solvent for the enzymatic synthesis of ampicillin from (R)-phenylglycine methyl ester and 6-aminopenicillanic acid. The side reaction positively affects yield because its product, (R)-phenylglycine hydroxyethyl ester, is an intermediate for ampicillin synthesis.

Keywords: ampicillin; co-solvent; transesterification; β-lactam antibiotics.

Publication types

Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

Ampicillin / analysis
Ampicillin / chemistry
Ampicillin / metabolism*
Biotechnology
Escherichia coli / genetics
Escherichia coli / metabolism
Escherichia coli Proteins / genetics
Escherichia coli Proteins / metabolism
Esterification
Ethylene Glycol / chemistry*
Ethylene Glycol / metabolism
Penicillin Amidase / genetics
Penicillin Amidase / metabolism

Substances

Escherichia coli Proteins
Ampicillin
Penicillin Amidase
Ethylene Glycol