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Synfacts 2025; 21(01): 101
DOI: 10.1055/a-2467-5820
Peptide Chemistry

Pd-Catalyzed Synthesis of Thioglycopeptide

Contributor(s):
Hisashi Yamamoto
,
Abhijit Paul 
Shen L, Le Bideau F, Chen G, Messaoudi S *. Université Paris-Saclay, CNRS, BioCIS, Orsay and Institut Polytechnique de Paris, Palaiseau, France
Pd-Catalyzed S-Glycosylation of Cysteine-Containing Peptides at Room Temperature.

Org. Chem. Front 2024;
11: 6347-6352
DOI: 10.1039/D4QO01389A
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Keywords

thioglycopeptides - Pd catalyzed coupling - iodoglycals - oligosaccharides - thioglycosides

Significance

Thioglycopeptides are an important class of compounds in organic synthesis. The authors revealed a new method for synthesizing thioglycopeptides using a Pd-catalyzed coupling of cysteine-containing peptides with iodoglycals.


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Comment

The target thioglycopeptides were synthesized using a Pd-catalyzed cross-coupling of iodoglycals and cysteine-containing peptides at room temperature. The method is simple, versatile, and delivers high yields for a diverse range of thioglycopeptides. The reaction was applied in the synthesis of S-linked (oligo)saccharides and thioglycosides.


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Publication History

Article published online:
20 December 2024

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