Bile Acid Glucuronides, III. Chemical Synthesis and Characterization of Glucuronic Acid Coupled Mono-, Di- and Trihydroxy Bile Acids
- 1 January 1976
- journal article
- research article
- Published by Walter de Gruyter GmbH in Hoppe-Seyler´s Zeitschrift Für Physiologische Chemie
- Vol. 357 (1), 219-224
- https://doi.org/10.1515/bchm2.1976.357.1.219
Abstract
The synthesis of bile acid-3-.beta.-D-monoglucoronides was accomplished via the Koenigs-Knorr condensation reaction using methyl 2,3,4-tri-O-acetyl-1-deoxy-.alpha.-bromo-D-glucopyranuronate as coupling reagent. Chemical characteristics such as melting points, elemental analyses, IR-spectra, isobutane-chemical ionization mass spectra and, in the case of the derivative of 3.alpha.-hydroxy-5.beta.-cholanoate, NMR-spectra were recorded and can identify these recently detected, naturally occurring derivatives of bile acids in isolation procedures from biological sources. These bile acids may be useful in the diagnosis of intrahepatic cholestasis.This publication has 4 references indexed in Scilit:
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- D-Glucopyranosiduronates. I. Steroidyl-β-D-glucopyranuronosides1,2Journal of the American Chemical Society, 1959
- The Synthesis of Aryl-D-glucopyranosiduronic Acids1Journal of the American Chemical Society, 1955