1 H and  13 C NMR signal assignments of carboxyl‐linked glucosides of bile acids | Zendy

Iida Takashi | Zendy; Kakiyama Genta | Zendy; Shimada Akari | Zendy; Mushiake Kumiko | Zendy; Mano Nariyasu | Zendy; Goto Junichi | Zendy; Nambara Toshio | Zendy

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1 H and 13 C NMR signal assignments of carboxyl‐linked glucosides of bile acids

Author(s) -

Iida Takashi,

Kakiyama Genta,

Shimada Akari,

Mushiake Kumiko,

Mano Nariyasu,

Goto Junichi,

Nambara Toshio

Publication year - 2003

Publication title -

magnetic resonance in chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.483

H-Index - 72

eISSN - 1097-458X

pISSN - 0749-1581

DOI - 10.1002/mrc.1173

Subject(s) - chemistry , heteronuclear molecule , homonuclear molecule , stereochemistry , nuclear magnetic resonance spectroscopy , anomer , organic chemistry , molecule

Complete 1 H and 13 C resonance assignments were carried out for a new type of carboxyl‐linked glucosides of chenodeoxycholic (3α,7α‐dihydroxy‐5β‐cholan‐24‐oic) and hyodeoxycholic (3α,6α‐dihydroxy‐5β‐cholan‐24‐oic) acids by using several homonuclear ( 1 H– 1 H) and heteronuclear ( 1 H– 13 C) 2D NMR techniques. Differences in the 1 H and 13 C resonances between the α‐ and β‐anomers of the ester glucosides of bile acids were clarified for the first time. A comparison of the 1 H and 13 C signal shifts induced by β‐ D ‐glucosidation at the 24‐carboxyl and 3α‐hydroxyl groups in the parent 5β‐cholanoic acid was also made. Copyright © 2003 John Wiley & Sons, Ltd.

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