Monitoring the chemical assembly of a transmembrane bradykinin receptor fragment: Correlation between resin solvation, peptide chain mobility, and rate of coupling

Monitoring the chemical assembly of a transmembrane bradykinin receptor fragment: Correlation between resin solvation, peptide chain mobility, and rate of coupling

Author Oliveira, E. Google Scholar
Cilli, Eduardo Maffud Autor UNIFESP Google Scholar
Miranda, A. Google Scholar
Jubilut, Guita Nicolaewsky Autor UNIFESP Google Scholar
Albericio, F. Google Scholar
Andreu, D. Google Scholar
Paiva, Antonio Cechelli de Mattos Autor UNIFESP Google Scholar
Schreier, Shirley Autor UNIFESP Google Scholar
Tominaga, Mineko Autor UNIFESP Google Scholar
Nakaie, Clovis Ryuichi Autor UNIFESP Google Scholar
Institution Universidade Federal de São Paulo (UNIFESP)
Univ Barcelona
Universidade de São Paulo (USP)
Abstract A combined resin solvation-peptide chain motion and kinetics of coupling reaction approach was applied to monitor details of the synthesis of TM-34, a 34-residue transmembrane segment of the bradykinin receptor. The dynamics of resin-bound peptide fragments attached to a stable free radical amino acid were examined by EPR spectroscopy. In agreement with an abrupt decrease (from 83 to 43%) in peptide purity occurring in the 12-16 region when DMF was used, a much more strongly immobilized chain population was detected, especially at the 12-mer stage. Conversely, faster couplings and improved synthesis were observed in 20% DMSO/NMP, probably due to the higher chain mobility in this mixed solvent. In addition, findings relating to solvation of peptide resins seemed to corroborate the previously advanced proposition that the 1:1 sum of electron acceptor and electron donor properties of a solvent can be considered to be an alternative and more appropriate parameter for its polarity.
Keywords bradykinin
EPR spectroscopy
membranes
peptides
resins
Language English
Date 2002-11-01
Published in European Journal Of Organic Chemistry. Weinheim: Wiley-v C H Verlag Gmbh, n. 21, p. 3686-3694, 2002.
ISSN 1434-193X (Sherpa/Romeo, impact factor)
Publisher Wiley-Blackwell
Extent 3686-3694
Origin https://doi.org/10.1002/1099-0690(200211)2002:21<3686
Access rights Closed access
Type Review
Web of Science ID WOS:000179197900022
URI http://repositorio.unifesp.br/11600/43621

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