Methyl α-d-Tagatopyranoside

d-Tagatose, classified as a rare sugar, exhibits notable biological activities, including its function as a low-calorie sweetener. The three-dimensional configuration of carbohydrates is crucial for elucidating their functional properties. Numerous studies have reported the X-ray crystallographic structures of d-tagatose and its derivatives bearing a free anomeric hydroxy group. However, there are no reports on the X-ray crystallographic structure of d-tagatosides featuring a glycosidic linkage at the anomeric position. In this study, we synthesized methyl α-d-tagatopyranoside from d-tagatose and successfully determined its X-ray crystallographic structure, revealing its 5C2 conformation.

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Publication Details

Journal
Molbank
Published
2025-08-14
DOI
https://doi.org/10.3390/m2046
Citations
1
Primary Topic
Natural product bioactivities and synthesis
Type
article
Field-Weighted Citation Impact
0.81

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article

Methyl α-d-Tagatopyranoside

Atsushi Ueda, Akihiro Iyoshi, Yiming Hu, Masakazu Tanaka
1 citations
Molbank
Natural product bioactivities and synthesis
0.81
article

Methyl α-d-Tagatopyranoside

Atsushi Ueda, Akihiro Iyoshi, Yiming Hu, Masakazu Tanaka
article en
1 citations

Abstract

d-Tagatose, classified as a rare sugar, exhibits notable biological activities, including its function as a low-calorie sweetener. The three-dimensional configuration of carbohydrates is crucial for elucidating their functional properties. Numerous studies have reported the X-ray crystallographic structures of d-tagatose and its derivatives bearing a free anomeric hydroxy group. However, there are no reports on the X-ray crystallographic structure of d-tagatosides featuring a glycosidic linkage at the anomeric position. In this study, we synthesized methyl α-d-tagatopyranoside from d-tagatose and successfully determined its X-ray crystallographic structure, revealing its 5C2 conformation.

MolbankVol. 2025(3)
Nagasaki University (JP)
Ministry of Education, Culture, Sports, Science and Technology
Openalex Percentile: Top 24%
Natural product bioactivities and synthesis
0.81
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