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Penicillin Acylase Catalysed Synthesis of Ampicillin in Hydrophilic Organic Solvents

✍ Scribed by Luuk M. van Langen; Natasja H. P. Oosthoek; Fred van Rantwijk; Roger A. Sheldon

Publisher
John Wiley and Sons
Year
2003
Tongue
English
Weight
82 KB
Volume
345
Category
Article
ISSN
1615-4150

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✦ Synopsis

Abstract

Penicillin acylase (EC 3.5.1.11) from Alcaligenes faecalis, immobilised as a cross‐linked enzyme aggregate (CLEA), catalysed the synthesis of ampicillin in water‐miscible organic solvents at low water concentrations. Below 4% water (v/v) no reaction was observed, showing the crucial role of water in maintaining the activity of penicillin acylase. The initial value of S/H was strongly affected by the nature of the solvent, but the effect of the water content was slight in the studied range of 4 to 15%. A reaction in acetonitrile containing 8% water afforded ampicillin in up to 86% yield.

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## Abstract Some reactions of organic synthesis require to be performed in rather aggressive media, like organic solvents, that frequently impair enzyme operational stability to a considerable extent. We have studied the option of developing a reactivation strategy to increase biocatalyst lifespan