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Complete 1 H and 13 C resonance assignments of glycosidic conjugates of non‐amidated and amidated bile acids
Author(s) -
Iida Takashi,
Kasuga Yuka,
Arakawa Masayuki,
Mushiake Kumiko,
Ikegawa Shigeo,
Goto Junichi,
Nambara Toshio
Publication year - 2001
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.921
Subject(s) - chemistry , glycosidic bond , lithocholic acid , taurine , deoxycholic acid , cholic acid , stereochemistry , steroid , chenodeoxycholic acid , nuclear magnetic resonance spectroscopy , bile acid , conjugate , glycoside , amino acid , biochemistry , enzyme , mathematical analysis , mathematics , hormone
Complete 1 H and 13 C resonance assignments on the basis of 1D and 2D NMR were made for seven naturally occurring variants of the 3α‐, 6α‐ and 7β‐ O ‐β‐ D ‐glycosidic conjugates (glucosides, N ‐acetylglucosaminides and glucuronides) of non‐amidated and glycine‐ and taurine‐amidated bile acids related to lithocholic, hyodeoxycholic, chenodeoxycholic, ursodeoxycolic, deoxycholic and cholic acids. The 1 H and 13 C NMR signals serving to characterize each of the glycosidic conjugates of bile acids and the effects of the O ‐β‐ D ‐glucosidation, O ‐β‐ D ‐ N ‐acetylglucosaminidation and O ‐β‐ D ‐glucuronidation at the 3‐, 6‐ or 7‐position in the 5β‐steroid nucleus on the 1 H and 13 C resonances were clarified and used in the structural elucidation of these bile acid glycosides. Copyright © 2001 John Wiley & Sons, Ltd.