An improved synthesis of taurine‐ and glycine‐conjugated bile acids

A simple and efficient method for the synthesis of taurine‐ and glycine‐conjugated bile acids is described. The condensation reaction was achieved by the simple mixing of unconjugated bile acid (1.0 eq.), taurine (2.0 eq.) (or glycinate ester), diethyl phosphorocyanidate (1.2 eq.) in the presence of...

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Veröffentlicht in:Lipids 1997-07, Vol.32 (7), p.775-778
Hauptverfasser: Momose, Toshiaki, Tsubaki, Takayuki, Iida, Takashi, Nambara, Toshio
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container_title Lipids
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creator Momose, Toshiaki
Tsubaki, Takayuki
Iida, Takashi
Nambara, Toshio
description A simple and efficient method for the synthesis of taurine‐ and glycine‐conjugated bile acids is described. The condensation reaction was achieved by the simple mixing of unconjugated bile acid (1.0 eq.), taurine (2.0 eq.) (or glycinate ester), diethyl phosphorocyanidate (1.2 eq.) in the presence of triethylamine at room temperature for 30–60 min. Sample clean‐up was effected by the use of a prepacked Sep‐Pak C18 cartridge for reversed‐phase solid extraction or by direct recrystallization, yielding the desired taurine and glycine conjugates in 89–93 and 92–96% isolated yields, respectively.
doi_str_mv 10.1007/s11745-997-0099-8
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subjects Bile
Chemistry, Organic - methods
Chromatography, High Pressure Liquid
Glycocholic Acid - chemical synthesis
Nitriles - chemistry
Taurocholic Acid - chemical synthesis
title An improved synthesis of taurine‐ and glycine‐conjugated bile acids
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