From DNA cross-linking to peptide labeling: on the versatility of the furan-oxidation-conjugation strategy

Annelies Deceuninck; Annemieke Madder

doi:10.1039/b817447d

From DNA cross-linking to peptide labeling: on the versatility of the furan-oxidation-conjugation strategy

Chem Commun (Camb). 2009 Jan 21:(3):340-2. doi: 10.1039/b817447d. Epub 2008 Dec 1.

Authors

Annelies Deceuninck¹, Annemieke Madder

Affiliation

¹ Laboratory for Organic and Biomimetic Chemistry, Department of Organic Chemistry, Krijgslaan 281, S4; B-9000 Gent, Belgium.

PMID: 19209322
DOI: 10.1039/b817447d

Abstract

Based on the incorporation of commercially available N-Fmoc-furylalanine, a new method for peptide labeling is proposed, relying on the selective oxidative transformation of the furan moiety into a reactive aldehyde and subsequent reductive amination.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Aldehydes / chemistry
Amination
Amino Acid Sequence
Cross-Linking Reagents / chemistry*
DNA / chemistry*
Furans / chemistry*
Molecular Structure
Oxidation-Reduction
Peptides / chemistry*
Spectrometry, Mass, Electrospray Ionization

Substances

Aldehydes
Cross-Linking Reagents
Furans
Peptides
DNA