Issue 28, 2013
From the journal:

Chemical Communications

Exploiting furan's versatile reactivity in reversible and irreversible orthogonal peptide labeling†

Kurt Hoogewijs,a   Dieter Buyst,ab   Johan M. Winne,a   José C. Martinsb  and  Annemieke Madder*a  

* Corresponding authors

a Organic and Biomimetic Chemistry Research Group, Krijgslaan 281, S4, B-9000 Gent, Belgium
E-mail: annemieke.madder@ugent.be
Fax: +32-9-264 49 98

b NMR and Structure Analysis, Department of Organic Chemistry, Krijgslaan 281, S4, B-9000 Gent, Belgium

Abstract

A general method for the facile and versatile decoration of peptides is proposed exploiting furan based cycloaddition and electrophilic aromatic substitution reactions. Given the commercial availability of furylalanine derivatives for peptide synthesis, the current work significantly enlarges the toolbox of available methodologies for site specific labeling and conjugation of peptide probes.

Graphical abstract: Exploiting furan's versatile reactivity in reversible and irreversible orthogonal peptide labeling

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Article information

DOI
https://doi.org/10.1039/C3CC40588E
Article type
Communication
Submitted
23 Jan 2013
Accepted
21 Feb 2013
First published
22 Feb 2013

Chem. Commun., 2013,49, 2927-2929

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Exploiting furan's versatile reactivity in reversible and irreversible orthogonal peptide labeling

K. Hoogewijs, D. Buyst, J. M. Winne, J. C. Martins and A. Madder, Chem. Commun., 2013, 49, 2927 DOI: 10.1039/C3CC40588E

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