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Ligand 5-bromouridine

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

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

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Show Natural Substrate (1 entry)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.2.2

5-bromo-uridine + phosphate = 5-bromo-uracil + alpha-D-ribose 1-phosphate

758850, 760077

-

Substrate in Enzyme-catalyzed Reactions (6 results)

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Show Substrate (6 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.2.2

5-bromo-uridine + phosphate = 5-bromo-uracil + alpha-D-ribose 1-phosphate

758850, 760077

-

2.4.2.2

5-bromouridine + phosphate = 5-bromouracil + alpha-D-ribose 1-phosphate

638532, 639640, 639637

-

2.4.2.2

2 entries

2.4.2.3

5-bromouridine + phosphate = 5-bromouracil + alpha-D-ribose 1-phosphate

638540, 638529, 638532

-

2.7.1.48

ATP + 5-bromouridine = ADP + 5-bromouridine 5'-monophosphate

641655

-

2.7.1.77

4-nitrophenyl phosphate + 5-bromouridine = 4-nitrophenol + 5-bromouridine 5'phosphate

641995

-

3.2.2.8

5-bromouridine + H2O = 5-bromouracil + D-ribose

657373, 137117

-

Product in Enzyme-catalyzed Reactions (3 results)

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Show Product (3 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.11.3

5-bromodeoxyuridine + 2-oxoglutarate + O2 = 5-bromouridine + succinate + CO2

0

-

2.4.2.5

inosine + 5-bromouracil = hypoxanthine + 5-bromouridine

0

-

3.5.4.5

5-bromocytidine + H2O = 5-bromouridine + NH3

0

-

Activator in Enzyme-catalyzed Reactions (1 result)

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Show Activating Compound (1 entry)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

3.5.4.5

-

209652

-

Inhibitor in Enzyme-catalyzed Reactions (2 results)

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Show Inhibitors (2 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

2.4.2.30

IC50: 0.21 mM

637997

-

3.5.4.5

-

209661

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (1 result)

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Show Turnover Number (1 entry)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

3.2.2.8

30.8

-

pH 7.3, 37°C

657373

K_M Value (4 results)

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Show KM Value (4 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.4.2.2

0.03

-

-

638532, 639640

2.4.2.3

0.03

-

-

638532

3.2.2.8

0.186

-

pH 7.3, 37°C

657373

3.2.2.8

2.5

-

-

137117

3.2.2.8

2 entries

IC₅₀ Value (1 result)

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Show IC50 Value (1 entry)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

2.4.2.30

0.21

-

IC50: 0.21 mM

637997

References & Links

Literature References (14)

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Show Reference (14 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

137117

12325375

Purification and properties of nucleoside hydrolase from Pseudomonas fluorescens

1967

Terada, M.; Tatibana, M.; Hayaishi, O.

J. Biol. Chem.

242

5578-5585

209652

6381719

Characteristics of cytidine aminohydrolase activity in Trypanosoma cruzi and Crithidia fasciculata

1984

Kidder, G.W.

J. Protozool.

31

298-300

209661

1929398

Purification of human cytidine deaminase: Molecular and enzymatic characterization and inhibition by synthetic pyrimidine analogs

1991

Cacciamani, T.; Vita, A.; Cristalli, G.; Vincenzetti, S.; Natalini, P.; Ruggieri, S.; Amici, A.; Magni, G.

Arch. Biochem. Biophys.

290

285-292

637997

1530940

Specific inhibitors of poly(ADP-ribose) synthetase and mono(ADP-ribosyl)transferase

1992

Banasik, M.; Komura, H.; Shimoyama, M.; Ueda, K.

J. Biol. Chem.

267

1569-1575

638529

16751

Uridine phosphorylase from Escherichia coli. Physical and chemical characterization

1977

Leer, J.C.; Hammer-Jespersen, K.; Schwartz, M.

Eur. J. Biochem.

75

217-224

638532

5316215

Purification and substrate specificity of pyrimidine nucleoside phosphorylase from Haemophilus influenzae

1971

Scocca, J.J.

J. Biol. Chem.

246

6606-6610

638540

9526114

Isolation and initial characterization of the uridine phosphorylase from Salmonella typhimurium

1998

Molchan, O.K.; Dmitrieva, N.A.; Romanova, D.V.; Lopes, L.E.; Debabov, V.G.; Mironov, A.S.

Biochemistry (Moscow)

63

195-199

639637

4978445

Purification and comparative properties of a pyrimidine nucleoside phosphorylase from Bacillus stearothermophilus

1969

Saunders, P.P.; Wilson, B.A.; Saunders, G.F.

J. Biol. Chem.

244

3691-3697

639640

308598

Pyrimidine nucleoside phosphorylase from Haemophilus influenzae

1978

Scocca, J.J.

Methods Enzymol.

51

432-437

641655

11306702

Phosphorylation of uridine and cytidine nucleoside analogs by two human uridine-cytidine kinases

2001

Van Rompay, A.R.; Norda, A.; Linden, K.; Johansson, M.; Karlsson, A.

Mol. Pharmacol.

59

1181-1186

641995

3013235

Nucleoside phosphotransferase from malt sprouts. I. Isolation, characterization and specificity of the enzyme

1986

Billich, A.; Stockhowe, U.; Witzel, H.

Biol. Chem. Hoppe-Seyler

367

267-278

657373

15130467

Crystal structure to 1.7 ANG of the Escherichia coli pyrimidine nucleoside hydrolase YeiK, a novel candidate for cancer gene therapy

2004

Giabbai, B.; Degano, M.

Structure

12

739-749

758850

31689547

Thermophilic nucleoside phosphorylases their properties, characteristics and applications

2020

Kamel, S.; Thiele, I.; Neubauer, P.; Wagner, A.

Biochim. Biophys. Acta

1868

140304

760077

-

Dynamic modelling of phosphorolytic cleavage catalyzed by pyrimidine-nucleoside phosphorylase

2019

Giessmann, R.; Krausch, N.; Kaspar, F.; Bournazou, M.; Wagner, A.; Neubauer, P.; Gimpel, M.

Processes

7

380

Links to other databases for 5-bromouridine

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Show Links (1 entry)

ChEBI

PubChem