Cargando…

Studying the Possibilities of Using 2-Halogen-Substituted Acetamides As Acyl Donors in Penicillin Acylase-Catalyzed Reactions

The possibility of using amides of halogen-substituted acetic acids as acyl donors in penicillin acylase-catalyzed reactions has been investigated, and the ability of this group of compounds to inactivate enzymes in the course of the catalytic conversion has been established. The strongest inactivat...

Descripción completa

Detalles Bibliográficos
Autores principales: Panin, N. V., Nikulin, M. V., Tiurin, E. S., Drobot, V. V., Morozova, I. A., Švedas, V.K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: A.I. Gordeyev 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6643344/
https://www.ncbi.nlm.nih.gov/pubmed/31413883
http://dx.doi.org/10.32607/20758251-2019-11-2-77-81
_version_ 1783437109627977728
author Panin, N. V.
Nikulin, M. V.
Tiurin, E. S.
Drobot, V. V.
Morozova, I. A.
Švedas, V.K.
author_facet Panin, N. V.
Nikulin, M. V.
Tiurin, E. S.
Drobot, V. V.
Morozova, I. A.
Švedas, V.K.
author_sort Panin, N. V.
collection PubMed
description The possibility of using amides of halogen-substituted acetic acids as acyl donors in penicillin acylase-catalyzed reactions has been investigated, and the ability of this group of compounds to inactivate enzymes in the course of the catalytic conversion has been established. The strongest inactivating effect was demonstrated by iodoacetamide and bromoacetamide. However, the negative contribution of this side activity can be minimized by decreasing the temperature, when the rate of acyl donor conversion by penicillin acylases is still high enough, but the impact of enzyme inactivation becomes less significant. The catalytic activity of penicillin acylase from Alcaligenes faecalis in the conversion of 2-haloacetamides was significantly (5–8 times) higher than that of penicillin acylase from Escherichia coli.
format Online
Article
Text
id pubmed-6643344
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher A.I. Gordeyev
record_format MEDLINE/PubMed
spelling pubmed-66433442019-08-14 Studying the Possibilities of Using 2-Halogen-Substituted Acetamides As Acyl Donors in Penicillin Acylase-Catalyzed Reactions Panin, N. V. Nikulin, M. V. Tiurin, E. S. Drobot, V. V. Morozova, I. A. Švedas, V.K. Acta Naturae Research Article The possibility of using amides of halogen-substituted acetic acids as acyl donors in penicillin acylase-catalyzed reactions has been investigated, and the ability of this group of compounds to inactivate enzymes in the course of the catalytic conversion has been established. The strongest inactivating effect was demonstrated by iodoacetamide and bromoacetamide. However, the negative contribution of this side activity can be minimized by decreasing the temperature, when the rate of acyl donor conversion by penicillin acylases is still high enough, but the impact of enzyme inactivation becomes less significant. The catalytic activity of penicillin acylase from Alcaligenes faecalis in the conversion of 2-haloacetamides was significantly (5–8 times) higher than that of penicillin acylase from Escherichia coli. A.I. Gordeyev 2019 /pmc/articles/PMC6643344/ /pubmed/31413883 http://dx.doi.org/10.32607/20758251-2019-11-2-77-81 Text en Copyright ® 2019 National Research University Higher School of Economics. http://creativecommons.org/licenses/by/2.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Article
Panin, N. V.
Nikulin, M. V.
Tiurin, E. S.
Drobot, V. V.
Morozova, I. A.
Švedas, V.K.
Studying the Possibilities of Using 2-Halogen-Substituted Acetamides As Acyl Donors in Penicillin Acylase-Catalyzed Reactions
title Studying the Possibilities of Using 2-Halogen-Substituted Acetamides As Acyl Donors in Penicillin Acylase-Catalyzed Reactions
title_full Studying the Possibilities of Using 2-Halogen-Substituted Acetamides As Acyl Donors in Penicillin Acylase-Catalyzed Reactions
title_fullStr Studying the Possibilities of Using 2-Halogen-Substituted Acetamides As Acyl Donors in Penicillin Acylase-Catalyzed Reactions
title_full_unstemmed Studying the Possibilities of Using 2-Halogen-Substituted Acetamides As Acyl Donors in Penicillin Acylase-Catalyzed Reactions
title_short Studying the Possibilities of Using 2-Halogen-Substituted Acetamides As Acyl Donors in Penicillin Acylase-Catalyzed Reactions
title_sort studying the possibilities of using 2-halogen-substituted acetamides as acyl donors in penicillin acylase-catalyzed reactions
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6643344/
https://www.ncbi.nlm.nih.gov/pubmed/31413883
http://dx.doi.org/10.32607/20758251-2019-11-2-77-81
work_keys_str_mv AT paninnv studyingthepossibilitiesofusing2halogensubstitutedacetamidesasacyldonorsinpenicillinacylasecatalyzedreactions
AT nikulinmv studyingthepossibilitiesofusing2halogensubstitutedacetamidesasacyldonorsinpenicillinacylasecatalyzedreactions
AT tiurines studyingthepossibilitiesofusing2halogensubstitutedacetamidesasacyldonorsinpenicillinacylasecatalyzedreactions
AT drobotvv studyingthepossibilitiesofusing2halogensubstitutedacetamidesasacyldonorsinpenicillinacylasecatalyzedreactions
AT morozovaia studyingthepossibilitiesofusing2halogensubstitutedacetamidesasacyldonorsinpenicillinacylasecatalyzedreactions
AT svedasvk studyingthepossibilitiesofusing2halogensubstitutedacetamidesasacyldonorsinpenicillinacylasecatalyzedreactions