Concepedia

Protecting-group-free <i>S</i>-glycosylation towards thioglycosides and thioglycopeptides in water

Gao-Lan Zhang, Madhusudhan Reddy Gadi, Xikai Cui, Ding Liu, Jiabin Zhang, Varma Saikam, Christopher Gibbons, Peng George Wang, Lei Li

Green Chemistry · 2021 · 30 citations · 40 references

DOIFull text

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Concepts

Abstract

A facile and green <italic>S</italic>-glycosylation method is developed, in which Ca(OH)<sub>2</sub> promoted the coupling of protection-group-free fluoride donors and thiol acceptors in water, affording various thioglycosides and thioglycopeptides.

References

40

Data-Mining for Sulfur and Fluorine: An Evaluation of Pharmaceuticals To Reveal Opportunities for Drug Design and Discovery

Elizabeth A. Ilardi, Edon Vitaku, Jón T. Njardarson · Journal of Medicinal Chemistry · 2013 · 1.6K citations

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O-GlcNAc modification blocks the aggregation and toxicity of the protein α-synuclein associated with Parkinson's disease

Nicholas P. Marotta, Yu Lin, Yuka E. Lewis et al. · Nature Chemistry · 2015 · 308 citations · Full text

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Sublancin is not a lantibiotic but an S-linked glycopeptide

Trent J. Oman, John M. Boettcher, Huan Wang et al. · Nature Chemical Biology · 2011 · 220 citations · Full text

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Thioglycoligases: Mutant Glycosidases for Thioglycoside Synthesis

Michael Jahn, Jennifer Marles, R. Antony J. Warren et al. · Angewandte Chemie International Edition · 2003 · 151 citations · Full text

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Rapid phenolic O-glycosylation of small molecules and complex unprotected peptides in aqueous solvent

Tyler J. Wadzinski, Angela Steinauer, Liana Hie et al. · Nature Chemistry · 2018 · 147 citations · Full text

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