Synfacts 2019; 15(04): 0445
DOI: 10.1055/s-0037-1612282
Peptide Chemistry
© Georg Thieme Verlag Stuttgart · New York

O-Glycosylation of Unprotected Peptides

Hisashi Yamamoto
Takahiro Sawano
Wadzinski TJ, Steinauer A, Hie L, Pelletier G, Schepartz A. * Miller SJ. * Yale University, New Haven, USA
Rapid Phenolic O-Glycosylation of Small Molecules and Complex Unprotected Peptides in Aqueous Solvent.

Nat. Chem. 2018;
10: 644-652
Further Information

Publication History

Publication Date:
19 March 2019 (online)



A number of glycosylated natural products and synthetic glycopeptides can be found in important biochemical probes and therapeutic agents. The authors have developed an efficient phenolic O-glycosylation of small molecules, unprotected tyrosine, and complex unprotected peptides in aqueous solvent.



The glycosylation, employing glycosyl fluoride donors and Ca(OH)2, proceeds rapidly at room temperature to give high yields of the glycosylated products.