Abstract
The enzymatic synthesis of cefazolin (CEZ) using esters of tetrazole-1-acetic acid (TzAA esters) with saturated lower alcohols is reported. The optimum ratios of acyl-donor:acyl-acceptor in the enzymatic synthesis were determined. It is shown that a threefold molar excess of acyl-donor for about 165 min, a conversion rate of about 55% is obtained with these TzAA esters. The syntheses were carried out with commercial immobilized penicillinamidase/E.C.3.5.1.11/ (Eupergit PcA) in a batch-type reactor. After 40 batches, the enzyme activity loss was 5–7% toward the initial one.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Cole, M. (1969),Biochem. J. 115, 757.
Takahashi, T., Yamazaki, Y., Kato, K., and Isono, M. (1972),J. Amer. Chem. Soc. 94, 4035.
Marconi, P., Bartoli, F., Cerece, F., Galli, G., and Morisi, F. (1975),Agr. Biol. Chem. 39, 277.
Kostadinov, M., Nikolov, A., Tsoneva, N., and Petkov, N. (1989), Proc. of 5th Intern. Conf. on Chemistry and Biotechnology of Biologically Active Natural Products, Varna, Bulgaria,4, 139.
Kramer, D. (1977), Ger. Offen. No. 2–732–301.
Brenner, M. and Huber, W. (1953),Helv. Chim. Acta 36, 1109.
Sheehan, J., Goodman, M., and Hess, G. (1956),J. Amer. Chem. Soc. 78, 1367.
U.S. Pharmacopoeia (1985), xxi edition, p. 174.
Kasche, V. (1985),Biotechnol. Lett. 7, 877.
Nam, D. and Kim, C. (1985),Biotechn. Bioeng. 27, 953.
Mineyuki, R., Mitsugi, T., and Kondo, E. (1981),Chem. and lnd. 7, 159.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Kostadinov, M., Nikolov, A., Tsoneva, N. et al. New tetrazole-1-acetic acid esters for enzymatic synthesis of cefazolin. Appl Biochem Biotechnol 33, 177–182 (1992). https://doi.org/10.1007/BF02921833
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF02921833