Synthesis of coenzyme A esters of 3α,7α,12α-trihydroxy- and 3α,7α-dihydroxy-24-oxo-5β-cholestan-26-oic acids for the study of β-oxidation in bile acid biosynthesis

Steroids

Volumn 66, Issue 6, 2001, Pages 499-504

  Kurosawa, Takao ^a   Fujiwara, Masato ^a   Nakano, Hiroyuki ^a   Sato, Masahiro ^a   Yoshimura, Teruki ^a   Murai, Tsuyoshi ^a  

^a HEALTH SCIENCES UNIVERSITY OF HOKKAIDO   (Japan)

Author keywords

Oxidation; 24 Oxo 5 cholestan 26 oyl CoA; Bile acid biosynthesis; Chemical synthesis; Steroids

Indexed keywords

3ALPHA,7ALPHA DIHYDROXY 24 OXO 5BETA CHOLESTAN 26 OIC ACID; 3ALPHA,7ALPHA,12ALPHA, TRIHYDROXY 24 OXO 5BETA CHOLESTAN 26 OIC ACID; ACID ANHYDRIDE; ACYL COENZYME A; BILE ACID; COENZYME A; ETHYLENE GLYCOL; HYDROCHLORIC ACID; METHYL ALPHA BROMOPROPIONATE; REAGENT; STEROID; UNCLASSIFIED DRUG;

ARTICLE; BIOSYNTHESIS; CHEMICAL REACTION; CHROMATOGRAPHY; CONTROLLED STUDY; FAST ATOM BOMBARDMENT MASS SPECTROMETRY; FATTY ACID OXIDATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROLYSIS; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; TECHNIQUE;

BILE ACIDS AND SALTS; CHOLESTANES; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; COENZYME A; ESTERS; OXIDATION-REDUCTION; SPECTRUM ANALYSIS;

EID: 0035372639     PISSN: 0039128X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0039-128X(00)00209-9     Document Type: Article

References (22)

1. Conversion of 3α,7α,12α-trihydroxy-5β-cholestanoic acid into cholic acid by rat liver peroxisomes
2. Formation of cholic acid from 3α,7α,12α-trihydroxy-5β-cholestanoic acid by rat liver peroxisomes
3. Mechanism of peroxisomal 24-hydroxylation of 3α,7α,12α-trihydroxy-5β-cholestanoic acid in rat liver
4. Bile acid biosynthesis
5. Stereospecific formation of (24E)-3α,7α,12α-trihydroxy-5β-cholest-24-en-26-oic acid and (24R,25S)-3α,7α,12α,24-tetrahydroxy-5β-cholestan-26-oic acid from either (25R)- or (25S)-3α,7α,12α-trihydroxy-5β-cholestan-26-oic acid by rat liver homogenate
6. Identification of 3α,7α,12α-trihydroxy-5β-cholest-24-enoic acid as an intermediate in the peroxisomal conversion of 3α,7α,12α-trihydroxy-5β-cholestanoic acid to cholic acid
7. Stereospecific formation of (24R,25R)-3α,7α,12α,24-tetrahydroxy-5β-cholestanoic acid catalyzed with a peroxisomal bifunctional D-3-hydroxy;acyl-CoA dehydratase/D-3-hydroxyacyl-CoA dehydrogenase
8. Analysis of stereoisomeric C27-bile acids by HPLC with fluorescence detection
9. The reaction catalyzed by the inducible bifunctional enzyme of rat liver peroxisomes cannot lead to the formation of bile acids
10. Individual peroxisomal β-oxidation enzymes
11. Identification of (24E)-3α,7α-dihydroxy-5β-cholest-24-en-26-oic acid and (24R,25S)-3α,7α,24-trihydroxy-5β-cholestan-26-oic acid as intermediates in the conversion of 3α,7α-dihydroxy-5β-cholestan-26-oic acid to chenodeoxycholic acid in rat liver homogenates
12. Formation of chenodeoxycholic acid from 3α,7α-dihydroxy-5β-cholestan-26-oic acid by rat liver peroxisomes
13. Thiolase involved in bile acid formation
14. Peroxisomal fatty acid oxidation disorders and 58 kDa sterol carrier protein X (SCPx); activity measurements in liver and fibroblasts using a newly developed method
15. Capillary gas chromatographic determination of C27-bile acids in biological samples and its application to the urine of a patients with Zellweger syndrome
16. Synthesis of β-oxo thiol esters related to bile acid biosynthesis
17. Identification of 27-nor-3α,7α,12α-trihydroxycoprostan-24-one apparently derived from 3α,7α,12α-trihydroxy-24-oxocoprostanoic acid, a postulated intermediate of bile acid biosynthesis
18. Synthesis of coenzyme A esters of some bile acids
19. Long chain enoyl coenzyme A hydratase from pig heart