Document Detail


Equilibrium modeling of extractive enzymatic hydrolysis of penicillin G with concomitant 6-aminopenicillanic acid crystallization.
MedLine Citation:
PMID:  11948446     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
In the present downstream processing of penicillin G, penicillin G is extracted from the fermentation broth with an organic solvent and purified as a potassium salt via a number of back-extraction and crystallization steps. After purification, penicillin G is hydrolyzed to 6-aminopenicillanic acid, a precursor for many semisynthetic beta-lactam antibiotics. We are studying a reduction in the number of pH shifts involved and hence a large reduction in the waste salt production. To this end, the organic penicillin G extract is directly to be added to an aqueous immobilized enzyme suspension reactor and hydrolyzed by extractive catalysis. We found that this conversion can exceed 90% because crystallization of 6-aminopenicillanic acid shifts the equilibrium to the product side. A model was developed for predicting the equilibrium conversion in batch systems containing both a water and a butyl acetate phase, with either potassium or D-p-hydroxyphenylglycine methyl ester as counter-ion of penicillin G. The model incorporates the partitioning equilibrium of the reactants, the enzymatic reaction equilibrium, and the crystallization equilibrium of 6-aminopenicillanic acid. The model predicted the equilibrium conversion of Pen G quite reasonably for different values of pH, initial penicillin G concentration and phase volume ratio. The model can be used as a tool for optimizing the enzymatic hydrolysis.
Authors:
M B Diender; A J J Straathof; T van der Does; C Ras; J J Heijnen
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Publication Detail:
Type:  Comparative Study; Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Biotechnology and bioengineering     Volume:  78     ISSN:  0006-3592     ISO Abbreviation:  Biotechnol. Bioeng.     Publication Date:  2002 May 
Date Detail:
Created Date:  2002-04-11     Completed Date:  2002-09-05     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  7502021     Medline TA:  Biotechnol Bioeng     Country:  United States    
Other Details:
Languages:  eng     Pagination:  395-402     Citation Subset:  IM    
Copyright Information:
Copyright 2002 Wiley Periodicals, Inc.
Affiliation:
Delft University of Technology, Kluyver Laboratory for Biotechnology, Julianalaan 67, NL-2628 BC Delft, The Netherlands.
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MeSH Terms
Descriptor/Qualifier:
Acetates / metabolism*
Catalysis
Chromatography, High Pressure Liquid / methods
Computer Simulation
Crystallization
Escherichia coli / enzymology
Fermentation
Glycine / analogs & derivatives*,  chemistry
Hydrogen-Ion Concentration
Hydrolysis
Models, Chemical*
Penicillanic Acid / analogs & derivatives,  chemistry,  isolation & purification*,  metabolism*
Penicillin Amidase / metabolism
Penicillin G / isolation & purification,  metabolism*
Potassium / chemistry
Reproducibility of Results
Sensitivity and Specificity
Water / chemistry
Chemical
Reg. No./Substance:
0/Acetates; 123-86-4/butyl acetate; 551-16-6/aminopenicillanic acid; 56-40-6/Glycine; 61-33-6/Penicillin G; 7440-09-7/Potassium; 7732-18-5/Water; 87-53-6/Penicillanic Acid; 938-97-6/4-hydroxyphenylglycine; EC 3.5.1.11/Penicillin Amidase

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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