Naturally Occurring Bile Acids and Alcohols and Their Origins

Matschiner, John T.

doi:10.1007/978-1-4757-0647-5_2

Cited by 9 publications

(5 citation statements)

References 183 publications

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“…3a-Glucuronides of chenodeoxycholic and cholic acids and their taurine conjugates were kindly donated by Professor T. Nambara, Tohoku University. The remaining standard samples of bile acids and their derivatives were prepared according to the methods reported in the literature (Matschiner 1971;Ikawa et al 1979) and their physical constants agreed well with those reported. The purity of these samples was more than 97%, mainly checked by thin-layer chromatography and/or gas-liquid chromatography as reported previously (Ikawa and Tammar 1976;Ikawa et al 1979).…”

Section: Methodssupporting

confidence: 53%

Measurement of the ratio of primary to total bile acids in serum by enzymatic fluorometric microassay and its clinical significance in patients with liver disease.

Ikawa¹,

Kawasaki

Yamanishi³

et al. 1985

Tohoku J. Exp. Med.

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An enzymatic fluorometric microassay using 3a-or 7a-hydroxysteroid dehydrogenase was devised to determine serum total or primary bile acids. The present microassay using 50 ul of a serum sample was run as a two-step method ; the first step is the reaction of substrates with NAD+ and the hydroxysteroid dehydrogenase to produce as much NADH as possible in the incubation system and the second step is that of NADH with resazurin coupled with 1-methoxy phenazinemethosulfate to produce fluorescent resorfin. The assay is specific for 3a-or 7a-hydroxy bile acids, sensitive (a detection limit of 1.5 ,u M with a linear range of 1.5-80 p M), reproducible (CV = less than 5%) and inexpensive. As measured by this microassay, the ratio of serum primary to total bile acids (P/T ratio)

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Section: Methodssupporting

confidence: 53%

Measurement of the ratio of primary to total bile acids in serum by enzymatic fluorometric microassay and its clinical significance in patients with liver disease.

Ikawa¹,

Kawasaki

Yamanishi³

et al. 1985

Tohoku J. Exp. Med.

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“…All other 5ß-cholanoates were recrystallized as de scribed [5,6] Although the list of possible trifunctional 3-, 7-and 12-hydroxy-5ß-cholanoates is not complete, all bile salts with a 3ß-OH group were unreactive with either preparation of 3a-HSDH. Similary, all bile salts with 12ß-OH group were unreactive with either prepa ration of 12a-HSDH ( thocholate, can be demonstrated in human feces [9] Absolute stereospecificity appears to be the rule for all described microbial HSDH: both 3a-and 12a-HSDH preparations, like the 7a-HSDH preparations from E. coli [11,12] and B. fragilis [13], display absolute spec ificity for the a configuration.…”

Section: Methodsmentioning

confidence: 78%

The Stereospecificity of 3α- and 12α-Bile Salt Hydroxysteroid Dehydrogenase Systems from Four Microbial Sources

Macdonald¹,

Chang²

1982

Enzyme

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5ß-Cholanoates, having a hydroxyl group in the 3α and 3ß and/or 12α and 12ß configurations, were tested as substrates for two preparation of 3α-hydroxysteroid dehydrogenase (HSDH) and two preparations of 12a-HSDH. When the 3-OH group was in the a configuration, both 3α-HSDH preparations reacted, but when it was in the ß configuration, neither 3α-HSDH preparations reacted. This also held true for the 12α-HSDH preparations.

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“…Although it has been assumed that absorption of keto bile acids from the colon is negligible, perhaps the magnitude of such absorption may be greater than previously suspected. Parenthetically, it should be noted that 7-keto acids compose a significant fraction of bile in a number of mammals (52).…”

Section: In Vitro Solubilization Of Lecithin By Tri-k-c Metabolitesmentioning

confidence: 99%

Triketocholanoic (Dehydrocholic) Acid. HEPATIC METABOLISM AND EFFECT ON BILE FLOW AND BILIARY LIPID SECRETION IN MAN

Soloway¹,

Hofmann²,

Thomas³

et al. 1973

J. Clin. Invest.

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A B S T R A C T [24-'1C]Dehydrocholic acid (triketo-5P-cholanoic acid) was synthesized from [24-14C] cholic acid, mixed with 200 mg of carrier, and administered intravenously to two patients with indwelling T tubes designed to permit bile sampling without interruption of the enterohepatic circulation. More than 80% of infused radioactivity was excreted rapidly in bile as glycine-and taurine-conjugated bile acids. Radioactive products were identified, after deconjugation, as partially or completely reduced derivatives of dehydrocholic acid. By mass spectrometry, as well as chromatography, the major metabolite (about 70%) was a dihydroxy monoketo bile acid (3a,7a-dihydroxy-12-keto-59-cholanoic acid); a second metabolite (about 20%) was a monohydroxy diketo acid (3a-hydroxy-7,12-diketo-5#-cholanoic acid); and about 10% of radioactivity was present as cholic acid. Reduction appeared to have been sequential (3 position, then 7 position, and then 12 position) and stereospecific (only a epimers were recovered).Bile flow, expressed as the ratio of bile flow to bile acid excretion, was increased after dehydrocholic acid administration. It was speculated that the hydroxy keto metabolites are hydrocholeretics. The proportion of cholesterol to lecithin and bile acids did not change significantly after dehydrocholic acid administration. In vitro studies showed that the hydroxy keto metabolites dispersed lecithin poorly compared to cholate; however, mixtures of cholate and either metabolite had dispersant properties similar to those of cholate alone, provided the ratio of metabolite to cholate remained

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Naturally Occurring Bile Acids and Alcohols and Their Origins

Cited by 9 publications

References 183 publications

Measurement of the ratio of primary to total bile acids in serum by enzymatic fluorometric microassay and its clinical significance in patients with liver disease.

Measurement of the ratio of primary to total bile acids in serum by enzymatic fluorometric microassay and its clinical significance in patients with liver disease.

The Stereospecificity of 3α- and 12α-Bile Salt Hydroxysteroid Dehydrogenase Systems from Four Microbial Sources

Triketocholanoic (Dehydrocholic) Acid. HEPATIC METABOLISM AND EFFECT ON BILE FLOW AND BILIARY LIPID SECRETION IN MAN

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