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New chemistry trick attaches double sugar tags to lab-made peptides

Xu S, Hu F, Wang S, Wang W, Li Y

Medicinal Plants

This is pure synthetic chemistry for drug development and has no connection to plants, gardens, or the natural world.

Scientists found a new way to stick two sugar units onto a specific type of chemical bond found in proteins, using a straightforward reaction that works right in water. They used this trick to build sugar-coated peptides that could help target the liver or track molecules in the body with radioactive tags, which could be useful for future medicines.

Key Findings

1

The method installs two unprotected glycosyl (sugar) units directly onto disulfide bonds in a single, mild, open-flask aqueous reaction

2

The reaction uses bench-stable glycosyl sulfinates as sugar donors and tert-butyl hydroperoxide as oxidant, proceeding via a radical mechanism

3

The technique was applied to create liver-targeting glycopeptides and sugar-linked affibody-radionuclide conjugates for potential diagnostic or therapeutic use

chevron_right Technical Summary

Chemists developed a simple, water-based method to attach two sugar molecules at once onto disulfide bonds, making it easier to build sugar-decorated peptides for drug delivery and medical imaging.

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Abstract Preview

Original paper

Bis-S-Glycosylation of Disulfides.

Carbohydrates play essential roles throughout biology, making them key targets in biological research and drug development. While multivalent presentation of carbohydrates is widely recognized as c...

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