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Diender MB, Straathof AJ, van der Does T, et al. Course of pH during the formation of amoxicillin by a suspension-to-suspension reaction. Enzyme Microb Technol. 2000;27(8):576-582doi: 10.1016/s0141-0229(00)00245-3.
Diender, M. B., Straathof, A. J., van der Does T, Zomerdijk, M., & Heijnen, J. J. (2000). Course of pH during the formation of amoxicillin by a suspension-to-suspension reaction. Enzyme and microbial technology, 27(8), 576-582. https://doi.org/10.1016/s0141-0229(00)00245-3
Diender, et al. "Course of pH during the formation of amoxicillin by a suspension-to-suspension reaction." Enzyme and microbial technology vol. 27,8 (2000): 576-582. doi: https://doi.org/10.1016/s0141-0229(00)00245-3
Diender MB, Straathof AJ, van der Does T, Zomerdijk M, Heijnen JJ. Course of pH during the formation of amoxicillin by a suspension-to-suspension reaction. Enzyme Microb Technol. 2000 Nov 01;27(8):576-582. doi: 10.1016/s0141-0229(00)00245-3. PMID: 11024520.
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Enzyme Microb Technol. 2000 Nov 01;27(8):576-582. doi: 10.1016/s0141-0229(00)00245-3.

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

Enzyme and microbial technology

Diender, Straathof, van der Does T, Zomerdijk, Heijnen

Affiliations

  1. Delft University of Technology, Kluyver Laboratory for Biotechnology, Julianalaan 67, NL-2628 BC, Delft, The Netherlands

PMID: 11024520 DOI: 10.1016/s0141-0229(00)00245-3

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.

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