Nonconventional amide bond formation catalysis: programming enzyme specificity with substrate mimetics
Autor(a) principal: | |
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Data de Publicação: | 2000 |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Brazilian Journal of Medical and Biological Research |
Texto Completo: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-879X2000000500001 |
Resumo: | This article reports on the design and characteristics of substrate mimetics in protease-catalyzed reactions. Firstly, the basis of protease-catalyzed peptide synthesis and the general advantages of substrate mimetics over common acyl donor components are described. The binding behavior of these artificial substrates and the mechanism of catalysis are further discussed on the basis of hydrolysis, acyl transfer, protein-ligand docking, and molecular dynamics studies on the trypsin model. The general validity of the substrate mimetic concept is illustrated by the expansion of this strategy to trypsin-like, glutamic acid-specific, and hydrophobic amino acid-specific proteases. Finally, opportunities for the combination of the substrate mimetic strategy with the chemical solid-phase peptide synthesis and the use of substrate mimetics for non-peptide organic amide synthesis are presented. |
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Brazilian Journal of Medical and Biological Research |
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Nonconventional amide bond formation catalysis: programming enzyme specificity with substrate mimeticsbioorganic chemistryenzyme catalysispeptide synthesisproteasessubstrate mimeticsThis article reports on the design and characteristics of substrate mimetics in protease-catalyzed reactions. Firstly, the basis of protease-catalyzed peptide synthesis and the general advantages of substrate mimetics over common acyl donor components are described. The binding behavior of these artificial substrates and the mechanism of catalysis are further discussed on the basis of hydrolysis, acyl transfer, protein-ligand docking, and molecular dynamics studies on the trypsin model. The general validity of the substrate mimetic concept is illustrated by the expansion of this strategy to trypsin-like, glutamic acid-specific, and hydrophobic amino acid-specific proteases. Finally, opportunities for the combination of the substrate mimetic strategy with the chemical solid-phase peptide synthesis and the use of substrate mimetics for non-peptide organic amide synthesis are presented.Associação Brasileira de Divulgação Científica2000-05-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-879X2000000500001Brazilian Journal of Medical and Biological Research v.33 n.5 2000reponame:Brazilian Journal of Medical and Biological Researchinstname:Associação Brasileira de Divulgação Científica (ABDC)instacron:ABDC10.1590/S0100-879X2000000500001info:eu-repo/semantics/openAccessBordusa,F.eng2000-04-20T00:00:00Zoai:scielo:S0100-879X2000000500001Revistahttps://www.bjournal.org/https://old.scielo.br/oai/scielo-oai.phpbjournal@terra.com.br||bjournal@terra.com.br1414-431X0100-879Xopendoar:2000-04-20T00:00Brazilian Journal of Medical and Biological Research - Associação Brasileira de Divulgação Científica (ABDC)false |
dc.title.none.fl_str_mv |
Nonconventional amide bond formation catalysis: programming enzyme specificity with substrate mimetics |
title |
Nonconventional amide bond formation catalysis: programming enzyme specificity with substrate mimetics |
spellingShingle |
Nonconventional amide bond formation catalysis: programming enzyme specificity with substrate mimetics Bordusa,F. bioorganic chemistry enzyme catalysis peptide synthesis proteases substrate mimetics |
title_short |
Nonconventional amide bond formation catalysis: programming enzyme specificity with substrate mimetics |
title_full |
Nonconventional amide bond formation catalysis: programming enzyme specificity with substrate mimetics |
title_fullStr |
Nonconventional amide bond formation catalysis: programming enzyme specificity with substrate mimetics |
title_full_unstemmed |
Nonconventional amide bond formation catalysis: programming enzyme specificity with substrate mimetics |
title_sort |
Nonconventional amide bond formation catalysis: programming enzyme specificity with substrate mimetics |
author |
Bordusa,F. |
author_facet |
Bordusa,F. |
author_role |
author |
dc.contributor.author.fl_str_mv |
Bordusa,F. |
dc.subject.por.fl_str_mv |
bioorganic chemistry enzyme catalysis peptide synthesis proteases substrate mimetics |
topic |
bioorganic chemistry enzyme catalysis peptide synthesis proteases substrate mimetics |
description |
This article reports on the design and characteristics of substrate mimetics in protease-catalyzed reactions. Firstly, the basis of protease-catalyzed peptide synthesis and the general advantages of substrate mimetics over common acyl donor components are described. The binding behavior of these artificial substrates and the mechanism of catalysis are further discussed on the basis of hydrolysis, acyl transfer, protein-ligand docking, and molecular dynamics studies on the trypsin model. The general validity of the substrate mimetic concept is illustrated by the expansion of this strategy to trypsin-like, glutamic acid-specific, and hydrophobic amino acid-specific proteases. Finally, opportunities for the combination of the substrate mimetic strategy with the chemical solid-phase peptide synthesis and the use of substrate mimetics for non-peptide organic amide synthesis are presented. |
publishDate |
2000 |
dc.date.none.fl_str_mv |
2000-05-01 |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-879X2000000500001 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-879X2000000500001 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.1590/S0100-879X2000000500001 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
text/html |
dc.publisher.none.fl_str_mv |
Associação Brasileira de Divulgação Científica |
publisher.none.fl_str_mv |
Associação Brasileira de Divulgação Científica |
dc.source.none.fl_str_mv |
Brazilian Journal of Medical and Biological Research v.33 n.5 2000 reponame:Brazilian Journal of Medical and Biological Research instname:Associação Brasileira de Divulgação Científica (ABDC) instacron:ABDC |
instname_str |
Associação Brasileira de Divulgação Científica (ABDC) |
instacron_str |
ABDC |
institution |
ABDC |
reponame_str |
Brazilian Journal of Medical and Biological Research |
collection |
Brazilian Journal of Medical and Biological Research |
repository.name.fl_str_mv |
Brazilian Journal of Medical and Biological Research - Associação Brasileira de Divulgação Científica (ABDC) |
repository.mail.fl_str_mv |
bjournal@terra.com.br||bjournal@terra.com.br |
_version_ |
1754302930446450688 |