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Ligand tauroursodeoxycholic acid

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (3 results)

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Show Natural Substrate (3 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.201

3alpha,7beta-dihydroxy-5beta-cholanoyl taurine + NADP+ = 3alpha-hydroxy-7-keto-5beta-cholanoyl taurine + NADPH

286226, 286224

-

3.5.1.24

tauroursodeoxycholic acid + H2O = ursodeoxycholate + taurine

753412

-

7.6.2.2

ATP + H2O + ursodeoxycholyltaurine/in = ADP + phosphate + ursodeoxycholyltaurine/out

701356

-

In Vivo Product in Enzyme-catalyzed Reactions (1 result)

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Show Natural Product (1 entry)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

7.6.2.2

ATP + H2O + ursodeoxycholyltaurine/in = ADP + phosphate + ursodeoxycholyltaurine/out

0

-

Substrate in Enzyme-catalyzed Reactions (9 results)

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Show Substrate (9 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.201

3alpha,7beta-dihydroxy-5beta-cholanoyl taurine + NADP+ = 3alpha-hydroxy-7-keto-5beta-cholanoyl taurine + NADPH

286226, 286224

-

1.1.1.213

tauroursodeoxycholic acid + NADH = ?

684676

-

1.1.1.50

tauroursodeoxycholic acid + NADH = ?

684676

-

2.8.2.14

3'-phosphoadenylyl-sulfate + taurine conjugated ursodeoxycholate = adenosine 3',5'-bisphosphate + ?

726539

-

3.5.1.24

3alpha,7beta-dihydroxy-5beta-cholanoyltaurine + H2O = 3alpha,7beta-dihydroxy-5beta-cholanate + taurine

209039

-

3.5.1.24

tauroursodeoxycholic acid + H2O = ?

681363

-

3.5.1.24

tauroursodeoxycholic acid + H2O = ursodeoxycholate + taurine

753412

-

3.5.1.24

3 entries

3.5.1.74

tauroursodeoxycholic acid + H2O = taurine + ursodeoxycholic acid

209234

-

7.6.2.2

ATP + H2O + ursodeoxycholyltaurine/in = ADP + phosphate + ursodeoxycholyltaurine/out

701356

-

Product in Enzyme-catalyzed Reactions (2 results)

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Show Product (2 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.159

taurochenodeoxycholic acid + NAD(P)+ = tauroursodeoxycholic acid + NAD(P)H + H+

0

-

7.6.2.2

ATP + H2O + ursodeoxycholyltaurine/in = ADP + phosphate + ursodeoxycholyltaurine/out

0

-

3D Structure of Enzyme-Ligand-Complex (PDB) (14 results)

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Show 3D Structure of Enzyme-Ligand-Complex (PDB) (14 entries)

EC NUMBER

ENZYME 3D STRUCTURE

3.1.4.39

5dlv, 3D-view

3.1.4.39

5dlw, 3D-view

3.1.4.39

5dlv, 3D-view

3.1.4.39

5dlw, 3D-view

3.1.4.39

5dlv, 3D-view

3.1.4.39

5dlw, 3D-view

3.1.4.39

5dlv, 3D-view

3.1.4.39

5dlw, 3D-view

3.1.4.39

5dlv, 3D-view

3.1.4.39

5dlw, 3D-view

3.1.4.39

5dlv, 3D-view

3.1.4.39

5dlw, 3D-view

3.1.4.39

5dlv, 3D-view

3.1.4.39

5dlw, 3D-view

3.1.4.39

14 entries

Enzyme Kinetic Parameters

K_M Value (3 results)

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Show KM Value (3 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.1.1.201

0.286

-

-

286226

1.1.1.201

1.639

-

-

286226

1.1.1.201

2 entries

2.8.2.14

0.00993

-

apparent value, in 50 mM NaH2PO4 buffer (pH 5.5), 2 mM MgCl2, at 37°C

726539

References & Links

Literature References (9)

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Show Reference (9 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

209039

6096355

Substrate specificity of cholylglycine hydrolase for the hydrolysis of bile acid conjugates

1984

Batta, A.K.; Salen, G.; Shefer, S.

J. Biol. Chem.

259

15035-15039

209234

2628421

Purification and characterization of a new hydrolase for conjugated bile acids, chenodeoxycholyltaurine hydrolase, from Bacteroides vulgatus

1989

Kawamoto, K.; Horibe, I.; Uchida, K.

J. Biochem.

106

1049-1053

286224

6758698

Formation of ursodeoxycholic acid from chenodeoxycholic acid by a 7beta-hydroxysteroid dehydrogenase-elaborating Eubacterium aerofaciens strain cocultured with 7alpha-hydroxysteroid dehydrogenase-elaborating organisms

1982

Macdonald, I.A.; Rochon, Y.P.; Hutchinson, D.M.; Holdeman, L.V.

Appl. Environ. Microbiol.

44

1187-1195

286226

6954878

Characterization of NADP-dependent 7beta-hydroxysteroid dehydrogenases from Peptostreptococcus productus and Eubacterium aerofaciens

1982

Hirano, S.; Masuda, N.

Appl. Environ. Microbiol.

43

1057-1063

681363

18388461

Molecular cloning and characterization of a bile salt hydrolase from Lactobacillus acidophilus PF01

2008

Oh, H.K.; Lee, J.Y.; Lim, S.J.; Kim, M.J.; Kim, G.B.; Kim, J.H.; Hong, S.K.; Kang, D.K.

J. Microbiol. Biotechnol.

18

449-456

684676

17475203

Rat NAD+-dependent 3alpha-hydroxysteroid dehydrogenase (AKR1C17): a member of the aldo-keto reductase family highly expressed in kidney cytosol

2007

Sanai, M.; Endo, S.; Matsunaga, T.; Ishikura, S.; Tajima, K.; El-Kabbani, O.; Hara, A.

Arch. Biochem. Biophys.

464

122-129

701356

18353444

Multidrug resistance protein 4 (MRP4/ABCC4): a versatile efflux transporter for drugs and signalling molecules

2008

Russel, F.G.; Koenderink, J.B.; Masereeuw, R.

Trends Pharmacol. Sci.

29

200-207

726539

20102295

Kinetic analysis of bile acid sulfation by stably expressed human sulfotransferase 2A1 (SULT2A1)

2010

Huang, J.; Bathena, S.P.; Tong, J.; Roth, M.; Hagenbuch, B.; Alnouti, Y.

Xenobiotica

40

184-194

753412

30014852

A selective gut bacterial bile salt hydrolase alters host metabolism

2018

Yao, L.; Seaton, S.C.; Ndousse-Fetter, S.; Adhikari, A.A.; DiBenedetto, N.; Mina, A.I.; Banks, A.S.; Bry, L.; Devlin, A.S.

eLife

7

e37182

Links to other databases for tauroursodeoxycholic acid

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Show Links (1 entry)

ChEBI

PubChem