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Your query returned 12 entries. Printable version
EC | 1.14.13.97 | ||||||||||||||||||
Transferred entry: | taurochenodeoxycholate 6α-hydroxylase. Now EC 1.14.14.57, taurochenodeoxycholate 6α-hydroxylase | ||||||||||||||||||
EC | 1.14.13.157 | ||||||||||||||||||
Transferred entry: | 1,8-cineole 2-exo-monooxygenase. Now EC 1.14.14.56, 1,8-cineole 2-exo-monooxygenase | ||||||||||||||||||
EC | 1.14.14.56 | ||||||||||||||||||
Accepted name: | 1,8-cineole 2-exo-monooxygenase | ||||||||||||||||||
Reaction: | 1,8-cineole + [reduced NADPH—hemoprotein reductase] + O2 = 2-exo-hydroxy-1,8-cineole + [oxidized NADPH—hemoprotein reductase] + H2O | ||||||||||||||||||
For diagram of 1,8-cineole catabolism, click here | |||||||||||||||||||
Glossary: | 1,8-cineole = 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane 2-exo-hydroxy-1,8-cineole = (1R,4S,6S)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-ol |
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Other name(s): | CYP3A4 | ||||||||||||||||||
Systematic name: | 1,8-cineole,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (2-exo-hydroxylating) | ||||||||||||||||||
Comments: | A cytochrome P-450 (heme-thiolate) protein. The mammalian enzyme, expressed in liver microsomes, performs a variety of oxidation reactions of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. cf. EC 1.14.14.55, quinine 3-monooxygenase, EC 1.14.14.57, taurochenodeoxycholate 6-hydroxylase and EC 1.14.14.73, albendazole monooxygenase (sulfoxide-forming). | ||||||||||||||||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc, PDB | ||||||||||||||||||
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EC | 1.14.14.57 | ||||||||||||||||||
Accepted name: | taurochenodeoxycholate 6α-hydroxylase | ||||||||||||||||||
Reaction: | (1) taurochenodeoxycholate + [reduced NADPH—hemoprotein reductase] + O2 = taurohyocholate + [oxidized NADPH—hemoprotein reductase] + H2O (2) lithocholate + [reduced NADPH—hemoprotein reductase] + O2 = hyodeoxycholate + [oxidized NADPH—hemoprotein reductase] + H2O |
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For diagram of the biosynthesis of cholic-acid conjugates, click here | |||||||||||||||||||
Glossary: | taurochenodeoxycholic acid = N-(3α,7α-dihydroxy-5β-cholan-24-oyl)taurine taurohyocholic acid = N-(3α,6α,7α-trihydroxy-5β-cholan-24-oyl)taurine hyodeoxycholate = 3α,6α-dihydroxy-5β-cholan-24-oate lithocholate = 3α-hydroxy-5β-cholan-24-oate |
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Other name(s): | CYP3A4; CYP4A21; taurochenodeoxycholate 6α-monooxygenase | ||||||||||||||||||
Systematic name: | taurochenodeoxycholate,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (6α-hydroxylating) | ||||||||||||||||||
Comments: | A cytochrome P-450 (heme-thiolate) protein. Requires cytochrome b5 for maximal activity. Acts on taurochenodeoxycholate, taurodeoxycholate and less readily on lithocholate and chenodeoxycholate. In adult pig (Sus scrofa), hyocholic acid replaces cholic acid as a primary bile acid [5]. | ||||||||||||||||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc, PDB, CAS registry number: 105669-85-0 | ||||||||||||||||||
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EC | 1.14.14.139 | ||||||||||||||||||
Accepted name: | 5β-cholestane-3α,7α-diol 12α-hydroxylase | ||||||||||||||||||
Reaction: | (1) 5β-cholestane-3α,7α-diol + [reduced NADPH—hemoprotein reductase] + O2 = 5β-cholestane-3α,7α,12α-triol + [oxidized NADPH—hemoprotein reductase] + H2O (2) 7α-hydroxycholest-4-en-3-one + [reduced NADPH—hemoprotein reductase] + O2 = 7α,12α-dihydroxycholest-4-en-3-one + [oxidized NADPH—hemoprotein reductase] + H2O (3) chenodeoxycholate + [reduced NADPH—hemoprotein reductase] + O2 = cholate + [oxidized NADPH—hemoprotein reductase] + H2O |
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For diagram of cholesterol catabolism (rings A, B and C), click here | |||||||||||||||||||
Glossary: | chenodeoxycholate = 3α,7α-dihydroxy-5β-cholan-24-oate cholate = 3α,7α-12α-trihydroxy-5β-cholan-24-oate |
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Other name(s): | 5β-cholestane-3α,7α-diol 12α-monooxygenase; sterol 12α-hydroxylase (ambiguous); CYP8B1; cytochrome P450 8B1; 7α-hydroxycholest-4-en-3-one 12α-hydroxylase; 7α-hydroxy-4-cholesten-3-one 12α-monooxygenase; chenodeoxycholate 12α monooxygenase | ||||||||||||||||||
Systematic name: | 5β-cholestane-3α,7α-diol,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (12α-hydroxylating) | ||||||||||||||||||
Comments: | A cytochrome P-450 (heme-thiolate) protein found in mammals. This is the key enzyme in the biosynthesis of the bile acid cholate. The enzyme can also hydroxylate 5β-cholestane-3α,7α-diol at the 25 and 26 position, but to a lesser extent [2]. | ||||||||||||||||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc, PDB | ||||||||||||||||||
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EC | 1.17.1.6 | ||||||||||||||||||
Transferred entry: | bile-acid 7α-dehydroxylase. Now EC 1.17.99.5, bile-acid 7α-dehydroxylase. It is now known that FAD is the acceptor and not NAD+ as was thought previously | ||||||||||||||||||
EC | 1.17.98.1 | ||||||||||||||||||
Deleted entry: | bile-acid 7α-dehydroxylase. Now known to be catalyzed by multiple enzymes. | ||||||||||||||||||
EC | 1.17.99.5 | ||||||||||||||||||
Transferred entry: | bile-acid 7α-dehydroxylase. Now classified as EC 1.17.98.1, bile-acid 7α-dehydroxylase. | ||||||||||||||||||
EC | 2.8.2.14 | ||||||||||||||||||
Accepted name: | bile-salt sulfotransferase | ||||||||||||||||||
Reaction: | (1) 3′-phosphoadenylyl sulfate + glycolithocholate = adenosine 3′,5′-bisphosphate + glycolithocholate 3-sulfate (2) 3′-phosphoadenylyl sulfate + taurolithocholate = adenosine 3′,5′-bisphosphate + taurolithocholate sulfate |
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For diagram of reaction, click here and for diagram of cholic acid conjugates biosynthesis, click here | |||||||||||||||||||
Glossary: | glycolithocholate 3-sulfate = N-(3α-sulfooxy-5β-cholan-24-oyl)glycine | ||||||||||||||||||
Other name(s): | BAST I; bile acid:3′-phosphoadenosine-5′-phosphosulfate sulfotransferase; bile salt:3′phosphoadenosine-5′-phosphosulfate:sulfotransferase; bile acid sulfotransferase I; glycolithocholate sulfotransferase; 3′-phosphoadenylyl-sulfate:glycolithocholate sulfotransferase | ||||||||||||||||||
Systematic name: | 3′-phosphoadenylyl-sulfate:glycolithocholate sulfonotransferase | ||||||||||||||||||
Comments: | The formation of sulfate esters of bile acids is an essential step in the prevention of toxicity by monohydroxy bile acids in many species [3]. This enzyme is both a bile salt and a 3-hydroxysteroid sulfotransferase. In addition to the 5β-bile acid glycolithocholate, deoxycholate, 3β-hydroxy-5-cholenoate and dehydroepiandrosterone (3β-hydroxyandrost-5-en-17-one) also act as substrates [see also EC 2.8.2.2 (alcohol sulfotransferase) and EC 2.8.2.34 (glycochenodeoxycholate sulfotransferase)]. May be identical to EC 2.8.2.2 [3]. | ||||||||||||||||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc, PDB, CAS registry number: 65802-92-8 | ||||||||||||||||||
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EC | 2.8.2.34 | ||||||||||||||||||
Accepted name: | glycochenodeoxycholate sulfotransferase | ||||||||||||||||||
Reaction: | 3′-phosphoadenylyl sulfate + glycochenodeoxycholate = adenosine 3′,5′-bisphosphate + glycochenodeoxycholate 7-sulfate | ||||||||||||||||||
For diagram of reaction, click here | |||||||||||||||||||
Glossary: | 3′-phosphoadenylyl sulfate = PAPS glycochenodeoxycholate 7-sulfate = N-(3α-hydroxy-7α-sulfooxy-5β-cholan-24-oyl)glycine |
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Other name(s): | bile acid:3′-phosphoadenosine-5′-phosphosulfate sulfotransferase; bile acid:PAPS:sulfotransferase; BAST; 3′-phosphoadenylyl-sulfate:glycochenodeoxycholate 7-sulfotransferase | ||||||||||||||||||
Systematic name: | 3′-phosphoadenylyl-sulfate:glycochenodeoxycholate 7-sulfonotransferase | ||||||||||||||||||
Comments: | The enzyme specifically sulfates glycochenodeoxycholate at the 7α-position (see also EC 2.8.2.14 bile-salt sulfotransferase). The monohydroxy bile acids glycolithocholate, chenodeoxycholate and ursodeoxycholate act as inhibitors. | ||||||||||||||||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc, PDB, CAS registry number: 72668-90-7 | ||||||||||||||||||
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EC | 3.5.1.74 | ||||||||||||||||||
Accepted name: | chenodeoxycholoyltaurine hydrolase | ||||||||||||||||||
Reaction: | chenodeoxycholoyltaurine + H2O = chenodeoxycholate + taurine | ||||||||||||||||||
Glossary: | chenodeoxycholate = 3α,7α-dihydroxy-5β-cholan-24-oate | ||||||||||||||||||
Systematic name: | chenodeoxycholoyltaurine amidohydrolase | ||||||||||||||||||
Comments: | Some other taurine conjugates are hydrolysed, but not glycine conjugates of bile acids. | ||||||||||||||||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc, PDB, CAS registry number: 125752-75-2 | ||||||||||||||||||
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EC | 6.2.1.7 | ||||||||||||||||||
Accepted name: | cholate—CoA ligase | ||||||||||||||||||
Reaction: | (1) ATP + cholate + CoA = AMP + diphosphate + choloyl-CoA (2) ATP + (25R)-3α,7α,12α-trihydroxy-5β-cholestan-26-oate + CoA = AMP + diphosphate + (25R)-3α,7α,12α-trihydroxy-5β-cholestanoyl-CoA |
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For diagram of cholic acid conjugates biosynthesis, click here and for diagram of cholic acid biosynthesis (sidechain), click here | |||||||||||||||||||
Glossary: | cholate = 3α,7α,12α-trihydroxy-5β-cholan-24-oate trihydroxycoprostanoate = 3α,7α,12α-trihydroxy-5β-cholestan-26-oate |
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Other name(s): | BAL; bile acid CoA ligase; bile acid coenzyme A ligase; choloyl-CoA synthetase; choloyl coenzyme A synthetase; cholic thiokinase; cholate thiokinase; cholic acid:CoA ligase; 3α,7α,12α-trihydroxy-5β-cholestanoyl coenzyme A synthetase; 3α,7α,12α-trihydroxy-5β-cholestanoate-CoA ligase; 3α,7α,12α-trihydroxy-5β-cholestanoate-CoA synthetase; THCA-CoA ligase; 3α,7α,12α-trihydroxy-5β-cholestanate—CoA ligase; 3α,7α,12α-trihydroxy-5β-cholestanate:CoA ligase (AMP-forming); cholyl-CoA synthetase; trihydroxycoprostanoyl-CoA synthetase | ||||||||||||||||||
Systematic name: | cholate:CoA ligase (AMP-forming) | ||||||||||||||||||
Comments: | Requires Mg2+ for activity. The mammalian enzyme is membrane-bound and catalyses the first step in the conjugation of bile acids with amino acids, converting bile acids into their acyl-CoA thioesters. Chenodeoxycholate, deoxycholate, lithocholate and trihydroxycoprostanoate can also act as substrates [7]. The bacterial enzyme is soluble and participates in an anaerobic bile acid 7 α-dehydroxylation pathway [5]. | ||||||||||||||||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc, PDB, CAS registry number: 9027-90-1 | ||||||||||||||||||
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