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Penicillin Acylase Catalysed Synthesis of Ampicillin in Hydrophilic Organic Solvents
Author(s) -
van Langen Luuk M.,
Oosthoek Natasja H. P.,
van Rantwijk Fred,
Sheldon Roger A.
Publication year - 2003
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200303023
Subject(s) - chemistry , penicillin amidase , acetonitrile , ampicillin , yield (engineering) , penicillin , solvent , alcaligenes faecalis , organic chemistry , immobilized enzyme , enzyme , bacteria , antibiotics , biochemistry , materials science , biology , metallurgy , genetics
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.