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

O-Glycosylation of Unprotected Peptides

Autoren

    Rezensent(en):

  • 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
CrossrefPubMedSuche in Google Scholar
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
19. März 2019 (online)

 
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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.





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