Herein we present the synthesis and application of a photocleavable auxiliary, based on the 1-nitrophenyl-2-sulfanylethyl scaffold previously described by the groups of Aimoto and Dawson, that allows attachment of the PEG polymer for efficient enzymatic glycosylation, provides the functional groups for NCL, and is cleanly removed by UV irradiation. Upon photolytic removal a native glycine residue remains at the ligation site.
An Auxiliary-Mediated Approach for the Chemoenzymatic Synthesis of Homogenous Glycopeptides / Bello, Claudia; Becker, Christian F.W.. - ELETTRONICO. - (2015), pp. 257-258. (Intervento presentato al convegno 24th American Peptide Symposium - Enabling Peptide Research from Basic Science to Drug Discovery) [10.17952/24APS.2015.257].
An Auxiliary-Mediated Approach for the Chemoenzymatic Synthesis of Homogenous Glycopeptides
Bello, Claudia;
2015
Abstract
Herein we present the synthesis and application of a photocleavable auxiliary, based on the 1-nitrophenyl-2-sulfanylethyl scaffold previously described by the groups of Aimoto and Dawson, that allows attachment of the PEG polymer for efficient enzymatic glycosylation, provides the functional groups for NCL, and is cleanly removed by UV irradiation. Upon photolytic removal a native glycine residue remains at the ligation site.
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