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Photoinduced Addition of Glycosyl Thiols to Alkynyl Peptides: Use of Free-Radical Thiol-Yne Coupling for Post-Translational Double-Glycosylation of Peptides
Article de revue   Avec comité de lecture

Photoinduced Addition of Glycosyl Thiols to Alkynyl Peptides: Use of Free-Radical Thiol-Yne Coupling for Post-Translational Double-Glycosylation of Peptides

Mauro Lo Conte, Salvatore Pacifico, Angela Chambery, Alberto Marra et Alessandro Dondoni
Journal of organic chemistry, Vol.75(13), pp.4644-4647
02/07/2010
PMID: 20527977

Résumé

Chemistry Chemistry, Organic Physical Sciences Science & Technology
Double glycosylation of cysteine-containing peptides has been carried out by a one-pot two-step sequence comprising selective S-propargylation followed by photoinduced, (lambda(max) 365 nm) free-radical hydrothiolation with glycosyl thiols. Conditions were established for the sequential introduction of two different thiol residues such as a glycosyl and a biotinyl derivative.

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