One step aqueous synthesis of unprotected glycosyl C-sulfonates

A one-step reaction for the production of unprotected glycosyl C-sulfonates directly from reducing sugars in aqueous solution has been developed, avoiding the use of any protecting groups. The reaction is equally applicable to disaccharides. The structure of the β-gluco C-sulfonate was confirmed by X-ray crystallography. Investigations showed that it did not inhibit almond β-glucosidase at a concentration of 100 μM.

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Publication Details

Journal
Carbohydrate Research
Published
2025-02-01
DOI
https://doi.org/10.1016/j.carres.2025.109411
Citations
2
Primary Topic
Carbohydrate Chemistry and Synthesis
Type
article
Field-Weighted Citation Impact
1.87

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article

One step aqueous synthesis of unprotected glycosyl C-sulfonates

Frank N. Wilson, Antony J. Fairbanks, Govind Singh, Nathan H. Reid
2 citations
Carbohydrate Research
Carbohydrate Chemistry and Synthesis
1.87
article

One step aqueous synthesis of unprotected glycosyl C-sulfonates

Frank N. Wilson, Antony J. Fairbanks, Govind Singh, Nathan H. Reid
article en
2 citations

Abstract

A one-step reaction for the production of unprotected glycosyl C-sulfonates directly from reducing sugars in aqueous solution has been developed, avoiding the use of any protecting groups. The reaction is equally applicable to disaccharides. The structure of the β-gluco C-sulfonate was confirmed by X-ray crystallography. Investigations showed that it did not inhibit almond β-glucosidase at a concentration of 100 μM.

Carbohydrate ResearchVol. 551
University of Canterbury (NZ), Sikkim University (IN), MacDiarmid Institute for Advanced Materials and Nanotechnology (NZ)
Council of Scientific and Industrial Research, India
Clean water and sanitation
Openalex Percentile: Top 18%
Carbohydrate Chemistry and Synthesis
1.87
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