Role of arginine in chemical cross-linking with N-hydroxysuccinimide esters

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Author(s) Mädler, Stefanie, Gschwind, Sabrina, Zenobi, Renato
Publication Type Journal Items, Publication Status: Published
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Title Role of arginine in chemical cross-linking with N-hydroxysuccinimide esters
Author(s) Mädler, Stefanie
Gschwind, Sabrina
Zenobi, Renato
Journal or Series Title Analytical biochemistry
Volume Number 398
Issue Number 1
Start Page 123
End Page 125
ISSN 0003-2697
Publisher Elsevier
Publication Place San Diego
Publication Date 2010
Abstract In order to clarify whether arginine has a promoting effect on the acylation of hydroxyl groups of serine, threonine, or tyrosine by homobifunctional cross-linking agents in aqueous solution, we carried out systematic experiments with model peptides, comparing relative reaction yields with covalently protected and unprotected arginines by MALDI-MS. The guanidinium group could be demonstrated to contribute to the reactivity of hydroxyl groups toward N-hydroxysuccinimide esters and catalyze the nucleophilic substitution, probably via hydrogen bonds. (C) 2009 Elsevier Inc. All rights reserved.
DOI 10.1016/j.ab.2009.11.020
Additional Notes Received 24 August 2009, Received in revised form 19 October 2009, Accepted 16 November 2009, Available online 18 November 2009
Document Type Article
Publication Status Published
Language English
Assigned Organisational Unit(s) 03430
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NEBIS System Number 000032007
Source Database ID WOS-000273956500018
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  author = "M{\"{a}}dler, Stefanie and Gschwind, Sabrina and Zenobi, Renato",
  title = "{R}ole of arginine in chemical cross-linking with {N}-hydroxysuccinimide esters",
  journal = "Analytical biochemistry",
  year = 2010,
  volume = "398",
  number = "1",
  pages = "123--125",

E-Citations record created: Fri, 16 Apr 2010, 15:01:13 CET