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
Key words
glycosylation - fluoroglycosides - calcium hydroxide
Significance
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.
Comment
The glycosylation, employing glycosyl fluoride donors and Ca(OH)2, proceeds rapidly at room temperature to give high yields of the glycosylated products.
