POSITIONS OF CONJUGATION OF BILE ACIDS WITH GLUCOSE AND N-ACETYLGLUCOSAMINE IN VITRO.

Positions of conjugation of bile acids with glucose and N-acetylglucosamine in vitro.

Positions of conjugation of bile acids with glucose and N-acetylglucosamine in vitro.

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In order to establish the position of conjugation of bile acids with glucose or N-acetylglucosamine, glucosides of chenodeoxycholic and hyodeoxycholic acids and of 13C-labeled cholic, lithocholic, chenodeoxycholic, hyodeoxycholic, and ursodeoxycholic acids, and N-acetylglucosaminides of ursodeoxycholic, isoursodeoxycholic, 3-dehydro-ursodeoxycholic, and ursodeoxycholylglycine TV Stand with Fireplace were synthesized in vitro.The conjugates were purified by anion-exchange chromatography and reversed-phase HLPC and were analyzed by gas chromatography-mass spectrometry.The glucosides of chenodeoxycholic and hyodeoxycholic acids were also analyzed after periodate and chronic acid oxidation.All conjugates were analyzed by fast atom bombardment mass spectrometry with collision-induced dissociation.

Glucose conjugation was shown to occur at C-3 in all bile acid glucosides studied.In contrast, the selective N-acetylglucosaminidation of 7 beta-hydroxy bile acids was shown to Arm Rest occur at the 7 beta-position.

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