GREEN ROUTE FOR AMOXICILLIN PRODUCTION THROUGH THE INTEGRATION WITH THE RECYCLE OF THE BY-PRODUCT (P-HYDROXYPHENYLGLYCINE)

GREEN ROUTE FOR AMOXICILLIN PRODUCTION THROUGH THE INTEGRATION WITH THE RECYCLE OF THE BY-PRODUCT (P-HYDROXYPHENYLGLYCINE)

PEREIRA, S. C.; CASTRAL, T. C.; RIBEIRO, M. P. A.; GIORDANO, R. L. C.; GIORDANO, R. C.

Artigo:

In the kinetically-controlled enzymatic synthesis of amoxicillin catalyzed by penicillin G acylase (PGA, E.C.3.5.1.11) p-hydroxyphenylglycine (PHPG) is a by-product continuously formed in the reaction. Also, methyl ester is the standard substrate used in the production of amoxicillin generating methanol as a by-product. Thus, we assessed the recovery and reuse of PHPG as reactant for the synthesis of p-hydroxyphenylglycine ethyl ester substrate (PHPGEE) and the integration to the process through the recycle of PHPGEE for the reactor of enzymatic synthesis of amoxicillin generating ethanol as a by-product. Recovery of the by-product of the enzymatic synthesis of amoxicillin was effective reaching a purity of 99% for the PHPG. Purified PHPG was successfully employed in the production of PHPGEE with a conversion of 93%. The enzymatic synthesis of amoxicillin employing the previously synthesized PHPGEE was feasible following the characteristic profile that is expected for these reactions.

In the kinetically-controlled enzymatic synthesis of amoxicillin catalyzed by penicillin G acylase (PGA, E.C.3.5.1.11) p-hydroxyphenylglycine (PHPG) is a by-product continuously formed in the reaction. Also, methyl ester is the standard substrate used in the production of amoxicillin generating methanol as a by-product. Thus, we assessed the recovery and reuse of PHPG as reactant for the synthesis of p-hydroxyphenylglycine ethyl ester substrate (PHPGEE) and the integration to the process through the recycle of PHPGEE for the reactor of enzymatic synthesis of amoxicillin generating ethanol as a by-product. Recovery of the by-product of the enzymatic synthesis of amoxicillin was effective reaching a purity of 99% for the PHPG. Purified PHPG was successfully employed in the production of PHPGEE with a conversion of 93%. The enzymatic synthesis of amoxicillin employing the previously synthesized PHPGEE was feasible following the characteristic profile that is expected for these reactions.

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DOI: 10.5151/chemeng-cobeq2014-1263-20189-138533

Referências bibliográficas

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• [8] Área temática: Processos Biotecnológicos 7ROLINSON, G. N.; GEDDES, A. M. The 50th anniversary of the discovery of 6-aminopenicillanic acid (6-APA). Int. J. Antimicrob. Agents., v. 29, p. 3-8, 2007.
• [9] 6. ACKNOWLEDGEMENTS The authors would like to thank Brazilian research-funding agencies (CAPES, CNPq and FAPESP) and the group of the Prof. Guisán (Department of Enzymatic Biocatalysis, Institute of Catalysis, CSIC, Madrid, Spain) for the biocatalyst.

Como citar:

PEREIRA, S. C.; CASTRAL, T. C.; RIBEIRO, M. P. A.; GIORDANO, R. L. C.; GIORDANO, R. C.; "GREEN ROUTE FOR AMOXICILLIN PRODUCTION THROUGH THE INTEGRATION WITH THE RECYCLE OF THE BY-PRODUCT (P-HYDROXYPHENYLGLYCINE)", p-1823-1830. In: Anais do XX Congresso Brasileiro de Engenharia Química - COBEQ 2014 [= Blucher Chemical Engineering Proceedings, v.1, n.2]. São Paulo: Blucher, 2015.
ISSN 23591757, DOI 10.5151/chemeng-cobeq2014-1263-20189-138533