Modelling the enzymatic deacylation of penicillin G: Equilibrium and kinetic considerations

Biocatalysis and Biotransformation

Volumn 15, Issue 2, 1997, Pages 121-146

  Van Der Wielen, L A M ^a   Van Buel, M J ^a   Straathof, A J J ^a   Luyben, K Ch A M ^a  

^a DELFT UNIVERSITY OF TECHNOLOGY   (Netherlands)

Author keywords

6 aminopenicillanic acid; Electrolytes; Kinetics; Penicillin G acylase; Phenylacetic acid; Thermodynamics

Indexed keywords

ELECTROLYTES; ELECTROSTATICS; ENZYME KINETICS; HYDROLYSIS; IONIC STRENGTH; MATHEMATICAL MODELS; PH EFFECTS; THERMODYNAMICS;

DEACYLATION; PENICILLIN;

ANTIBIOTICS;

ANION; PENICILLIN G;

ARTICLE; CHEMICAL REACTION KINETICS; DEACYLATION; DRUG SYNTHESIS; ELECTRICITY; IONIC STRENGTH; MODEL; PH; THERMODYNAMICS;

EID: 0031432682     PISSN: 10242422     EISSN: None     Source Type: Journal    
DOI: 10.3109/10242429709003614     Document Type: Article

References (17)

1. Balasingham, K., Warburton, D., Dunnill, P. and Lilly, M.D. (1972). The isolation and kinetics of penicillin amidase from E. coli. Biochim. Biophys. Acta., 276, 250-256.
2. Benedict, R.G., Schmidt, W.H., Coghill, R.D. and Oleson, A.P. (1945). Penicillin III. The stability of penicillin in aqueous solution. J. Bact., 49, 85-95.
3. Carleysmith, S.W., Dunnill, P. and Lilly, M.D. (1980). Kinetic behaviour of immobilized penicillin acylase. Biotechnol. Bioengg., 22, 735-756.
4. Chen, C.-C., Britt, H.I., Boston, J.F. and Evans, L.B. (1982). Local composition model for excess Gibbs energy of electrolyte systems. Part I. Single solvent, single completely dissociated electrolyte systems. A.I.Ch.E. J., 28(4), 588-596.
5. Chiang, C. and Bennett, R.E. (1967). Purification and properties of penicillin amidase from Bacillus megaterium. J. Bact., 93(1), 302-308.
6. Dennen, D.W. (1967). Degradation kinetics of 6-aminopenicillanic acid. J. Pharm. Sci., 56, 1273-1276.
7. Fink, A.L. (1989). Acyl group transfer - the serine proteinases. Page, M. and A. Williams (Eds.). Enzyme mechanisms. The Universities Press, Belfast.
8. Haagensen, P., Karlsen, L.G., Petersen, J. and Villadsen, J. (1983). The kinetics of penicillin V deacylation on an immobilized enzyme. Biotechnol. Bioengg., 25, 1873-1895.
9. Kasche, V., Haufler, U. and Zöllner, R. (1984). Kinetic studies on the mechanism of the penicillin amidase catalysed synthesis of ampicillin and benzylpenicillin. Z. Physiol. Chem., 365, 1435-1443.
10. Pitzer, K.S. (1973). Thermodynamics of electrolytes. I Theoretical basis and general equations. J. Phys. Chem., 77, 268.
11. Pitzer, K.S. (1980). Electrolytes from dilute solutions to fused salts. J. Am. Chem. Soc., 102(9), 2902.
12. Rakels, J.L.L., Romein, B., Straathof, A.J.J. and Heijnen, J.J. (1994). Kinetic analysis of enzymatic chiral resolution by progress curve evaluation. Biotechnol. Bioengg., 43, 411-422.
13. Svedas, V.L., Margolin, A.L. and Berezin, I. (1980). Enzymatic synthesis of β-lactam antibiotics: a thermodynamic background. Enzyme Microb. Technol., 2, 138-144.
14. Tewari, Y.B. and Goldberg, R.N. (1988). Thermodynamics of the conversion of penicillin G to phenylacetic acid and 6-aminopenicillanic acid. Biophys. Chem., 29, 245-252.
15. Warburton, D., Balasingham, K., Dunnill, P. and Lilly, M.D. (1972). The preparation and kinetics of immobilised penicillin amidase from Escherichia coli. Biochim. Biophys. Acta, 284, 278-284
16. Warburton, D., Dunnill, P. and Lilly, M.D. (1973). Conversion of benzylpenicillin to 6-aminopenicillanic acid in a batch reactor and continuous feed stirred tank reactor using immobilized penicillin acylase. Biotechnol. Bioengg., 15, 13-25.
17. Wielen, L.A.M. van der, Buel, M.J. van and Luyben, K.Ch.A.M. (1993). Heterogeneous bio-conversions of ionic compounds. In: M.P.C. Weijnen and A.A.H. Drinkenburg. Precision Process Technology. Kluwer Academic Publishers. Dordrecht, 493-501.