Course of pH during the formation of amoxicillin by a suspension-to-suspension reaction.

Abstract:

:Amoxicillin can be produced in an enzymatic suspension-to-suspension reaction in which the substrate(s) and product(s) are mainly present as solid particles, while the reaction takes place in the liquid phase. During these suspension-to-suspension reactions different subprocesses take place, such as dissolution/crystallization of substrates and products, enzymatic synthesis of the product(s), and undesired enzymatic hydrolysis of substrates and/or products. All these subprocesses are influenced by pH and also influence the pH because the reactants are weak electrolytes. This paper describes a quantitative model for predicting pH and concentrations of reactants during suspension-to-suspension reactions. The model is based on mass and charge balances, pH-dependent solubilities of the reactants, and enzyme kinetics. For the validation of this model, the kinetically controlled synthesis of amoxicillin from 6-aminopenicillanic acid and D-(p)hydroxyphenylglycine methyl ester was studied. The pH and the dissolved concentrations took a very different course at different initial substrate amounts. This was described quite reasonably by the model. Therefore, the model can be used as a tool to optimize suspension-to-suspension reactions of weak electrolytes.

journal_name

Enzyme Microb Technol

authors

Diender MB,Straathof AJ,van der Does T,Zomerdijk M,Heijnen JJ

doi

10.1016/s0141-0229(00)00245-3

keywords:

subject

Has Abstract

pub_date

2000-11-01 00:00:00

pages

576-582

issue

8

eissn

0141-0229

issn

1879-0909

pii

S0141022900002453

journal_volume

27

pub_type

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