Direct electron paramagnetic resonance monitoring of the peptide synthesis coupling reaction in polymeric support

Direct electron paramagnetic resonance monitoring of the peptide synthesis coupling reaction in polymeric support

Autor Nakaie, Clovis R. Google Scholar
Malavolta, Luciana Google Scholar
Schreier, Shirley Google Scholar
Trovatti, Eliane Google Scholar
Marchetto, Reinaldo Google Scholar
Instituição Universidade Federal de São Paulo (UNIFESP)
Universidade de São Paulo (USP)
UNESP
Resumo This work demonstrates, for the first time. a time-resolved electron paramagnetic resonance (EPR) monitoring of a chemical reaction occurring in a polymeric structure. the progress of the coupling of a N-alpha-tert-butyloxycarbonyl-2.2.6.6-tetramethylpiperidine-1-oxyl-4-amino-4-carboxylic acid (Boc-TOAC) spin probe to a model peptide-resin was followed through EPR spectra. Progressive line broadening of EPR peaks was observed, indicative of an increased population of immobilized spin probe molecules attached to the solid support. the time for spectral stabilization of this process coincided with that determined in a previous Coupling study. thereby validating this in situ quantitative monitoring of the reaction. in addition, the influence of polymer swelling degree and solvent viscosity, as well as of the steric hindrance within beads. on the rate of coupling reaction was also addressed. A deeper evaluation of the latter effect was possible by determining unusual polymer parameters such as the average site-site distance and site-concentration within resin beads in each solvent system. (c) 2006 Elsevier B.V. All rights reserved.
Assunto peptide
polymer
electron paramagnetic resonance
Idioma Inglês
Data 2006-06-14
Publicado em Polymer. Oxford: Elsevier B.V., v. 47, n. 13, p. 4531-4536, 2006.
ISSN 0032-3861 (Sherpa/Romeo, fator de impacto)
Editor Elsevier B.V.
Extensão 4531-4536
Fonte http://dx.doi.org/10.1016/j.polymer.2006.05.007
Direito de acesso Acesso restrito
Tipo Artigo
Web of Science WOS:000238921300010
URI http://repositorio.unifesp.br/handle/11600/28976

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