Solid-to-solid peptide synthesis by glycyl endopeptidase

Glycyl endopeptidase catalysed solid-to-solid synthesis can be carried out efficiently for the model peptides Z-Gly-Phe-NH2, Z-Gly-Leu-NH2, Z-Gly-Tyr-NH2 and Z-Gly-Tyr-OEt. A small excess of acyl donor Z-Gly improved both the initial rate and final yield, whereas an excess of nucleophile Phe-NH2 pre...

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Main Authors:	Chaiwut P., Kanasawud P., Halling P.J.
Format:	Article
Language:	English
Published:	2014
Online Access:	http://www.scopus.com/inward/record.url?eid=2-s2.0-33847354740&partnerID=40&md5=1b453bb0533cd4b2c1995bb73895a28a http://cmuir.cmu.ac.th/handle/6653943832/5291
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Institution:	Chiang Mai University
Language:	English

id	th-cmuir.6653943832-5291
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spelling	th-cmuir.6653943832-52912014-08-30T02:56:22Z Solid-to-solid peptide synthesis by glycyl endopeptidase Chaiwut P. Kanasawud P. Halling P.J. Glycyl endopeptidase catalysed solid-to-solid synthesis can be carried out efficiently for the model peptides Z-Gly-Phe-NH2, Z-Gly-Leu-NH2, Z-Gly-Tyr-NH2 and Z-Gly-Tyr-OEt. A small excess of acyl donor Z-Gly improved both the initial rate and final yield, whereas an excess of nucleophile Phe-NH2 prevented reaction. The highest conversion was achieved when using a substrate molar ratio (Z-Gly:Phe-NH2) of 2:1. Including solid cysteine in the reaction mixture improved both initial rate and final conversion, probably by protecting the enzyme from oxidation. The reasons why conversion to Z-Gly-Phe-NH2 stopped at around 83% were investigated. Entrapment of residual solid starting material did not seem significant, while autolysis and inactivation of glycyl endopeptidase in the reaction mixture during catalysis was important. The role of chemical equilibrium position was less clear. © 2006 Elsevier Inc. All rights reserved. 2014-08-30T02:56:22Z 2014-08-30T02:56:22Z 2007 Article 01410229 10.1016/j.enzmictec.2006.07.042 EMTED http://www.scopus.com/inward/record.url?eid=2-s2.0-33847354740&partnerID=40&md5=1b453bb0533cd4b2c1995bb73895a28a http://cmuir.cmu.ac.th/handle/6653943832/5291 English
institution	Chiang Mai University
building	Chiang Mai University Library
country	Thailand
collection	CMU Intellectual Repository
language	English
description	Glycyl endopeptidase catalysed solid-to-solid synthesis can be carried out efficiently for the model peptides Z-Gly-Phe-NH2, Z-Gly-Leu-NH2, Z-Gly-Tyr-NH2 and Z-Gly-Tyr-OEt. A small excess of acyl donor Z-Gly improved both the initial rate and final yield, whereas an excess of nucleophile Phe-NH2 prevented reaction. The highest conversion was achieved when using a substrate molar ratio (Z-Gly:Phe-NH2) of 2:1. Including solid cysteine in the reaction mixture improved both initial rate and final conversion, probably by protecting the enzyme from oxidation. The reasons why conversion to Z-Gly-Phe-NH2 stopped at around 83% were investigated. Entrapment of residual solid starting material did not seem significant, while autolysis and inactivation of glycyl endopeptidase in the reaction mixture during catalysis was important. The role of chemical equilibrium position was less clear. © 2006 Elsevier Inc. All rights reserved.
format	Article
author	Chaiwut P. Kanasawud P. Halling P.J.
spellingShingle	Chaiwut P. Kanasawud P. Halling P.J. Solid-to-solid peptide synthesis by glycyl endopeptidase
author_facet	Chaiwut P. Kanasawud P. Halling P.J.
author_sort	Chaiwut P.
title	Solid-to-solid peptide synthesis by glycyl endopeptidase
title_short	Solid-to-solid peptide synthesis by glycyl endopeptidase
title_full	Solid-to-solid peptide synthesis by glycyl endopeptidase
title_fullStr	Solid-to-solid peptide synthesis by glycyl endopeptidase
title_full_unstemmed	Solid-to-solid peptide synthesis by glycyl endopeptidase
title_sort	solid-to-solid peptide synthesis by glycyl endopeptidase
publishDate	2014
url	http://www.scopus.com/inward/record.url?eid=2-s2.0-33847354740&partnerID=40&md5=1b453bb0533cd4b2c1995bb73895a28a http://cmuir.cmu.ac.th/handle/6653943832/5291
_version_	1681420397554171904

Solid-to-solid peptide synthesis by glycyl endopeptidase

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