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Basic Ligand Information
Roles as Enzyme Ligand
Enzyme Kinetic Parameters
References & Links
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Ligand phenolphthalein-beta-D-glucuronic acid

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Basic Ligand Information

Molecular Structure

Picture of phenolphthalein-beta-D-glucuronic acid (click for magnification)

Molecular Formula

BRENDA Name

InChIKey

C₂₆H₂₂O₁₀

phenolphthalein-beta-D-glucuronic acid

FXJYOZKDDSONLX-XADSOVDISA-N

Synonyms:

4-phenolphthaleinyl beta-D-glucuronide, Phenolphthalein-beta-D-glucuronide, phenolphthalein beta-D-glucuronide, phenolphthalein beta-D-monoglucuronoside, phenolphthalein O-glucuronide

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Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (5 results)

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EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.2.1.167

4-phenolphthaleinyl beta-D-glucuronide + H2O = 4-phenolphthalein + beta-D-glucuronic acid

666782

3.2.1.31

phenolphthalein beta-D-glucuronide + H2O = phenolphthalein + beta-D-glucuronate

710526

3.2.1.31

phenolphthalein beta-D-glucuronide + H2O = phenolphthalein + D-glucuronic acid

26867, 26849, 26873, 26857

3.2.1.31

phenolphthalein-beta-D-glucuronic acid + H2O = phenolphthalein + D-glucuronic acid

708528

3.2.1.31

phenolphthalein-beta-D-glucuronide + H2O = phenolphthalein + D-glucuronic acid

26867, 715238, 26849, 26857

3.2.1.31

4 entries

Product in Enzyme-catalyzed Reactions (2 results)

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EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.17

UDP-D-glucuronate + phenolphthalein = UDP + phenolphthalein beta-D-monoglucuronoside

2.4.1.17

phenolphthalein + UDPglucuronate = UDP + phenolphthalein O-glucuronide

488722, 488721, 488745, 0

2.4.1.17

2 entries

Enzyme Kinetic Parameters

K_M Value (4 results)

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EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

3.2.1.31

0.018

3.08

26867

3.2.1.31

0.018

3.08

dependency on form of enzyme

26857

3.2.1.31

0.018

3.08

dependency on pH

26849, 26873

3.2.1.31

2.907

pH 5.0, 52Â°C

708528

3.2.1.31

4 entries

References & Links

Literature References (11)

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BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

26849

6416296

Isolation and characterization of the major form of beta-glucuronidase from human seminal plasma

1983

Gupta, G.S.; Singh, G.P.

Biochim. Biophys. Acta

748

398-404

26857

428383

Properties of two molecular forms of beta-glucuronidase from the mollusc Littorina littorea L

1979

Diez, T.; Cabezas, J.A.

Eur. J. Biochem.

301-311

26867

237911

Purification and characterization of mouse kidney beta-glucuronidase

1975

Lin, C.W.; Orcutt, M.L.; Fishman, W.H.

J. Biol. Chem.

250

4737-4743

26873

5085546

Purification and characterization of lysosomal -glucuronidase from human placenta

1972

Contractor, S.F.; Shane, B.

Biochem. J.

128

11-18

488721

6480579

The molecular weights of UDP-glucuronyltransferase determined with radiation-inactivation analysis. A molecular model of bilirubin UDP-glucuronyltransferase

1984

Peters, W.H.M.; Jansen, P.L.M.; Nauta, H.

J. Biol. Chem.

259

11701-11706

488722

6428319

Purification and immunochemical characterization of a low-pI form of UDP glucuronosyltransferase from mouse liver

1984

Mackenzie, P.I.; Hjelmeland, L.M.; Owens, I.S.

Arch. Biochem. Biophys.

231

487-497

488745

Heterogeneity of hepatic microsomal uridine diphosphate glucuronosyltransferase: a critical evaluation

1974

Mulder, G.J.

Biochem. Soc. Trans.

1172-1176

666782

Purification and characterization of baicalin-b-D-glucuronidase hydrolyzing baicalin to baicalein from fresh roots of Scutellaria viscidula Bge

2005

Zhang, C.; Zhang, Y.; Chen, J.; Liang, X.

Process Biochem.

1911-1915

708528

20336485

Kinetic study of hepatic beta-glucuronidase in the Indian major carp, Labeo rohita (Hamilton)

2010

Chilke, A.M.

Fish Physiol. Biochem.

1145-1149

710526

19717754

Micro-PET imaging of beta-glucuronidase activity by the hydrophobic conversion of a glucuronide probe

2009

Tzou, S.C.; Roffler, S.; Chuang, K.H.; Yeh, H.P.; Kao, C.H.; Su, Y.C.; Cheng, C.M.; Tseng, W.L.; Shiea, J.; Harm, I.H.; Cheng, K.W.; Chen, B.M.; Hwang, J.J.; Cheng, T.L.; Wang, H.E.

Radiology

252

754-762

715238

21859154

Interaction of microbial beta-glucuronidase with vegetable pectins

2011

Borisenkov, M.F.; Bakutova, L.A.; Latkin, D.S.; Golovchenko, V.V.; Vityazev, F.V.

J. Agric. Food Chem.

9922-9926