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Ligand 2-hydroxypyrimidine

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

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

3.2.2.8

a pyrimidine nucleoside + H2O = D-ribose + a pyrimidine base

0

-

Substrate in Enzyme-catalyzed Reactions (12 results)

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Show Substrate (12 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.2.3.1

(1S)-camphor oxime + H2O + 2-hydroxypyrimidine = (1S)-camphor + (1S)-camphor imine + NH3

390388

-

1.2.3.1

2-hydroxypyrimidine + ferricyanide = ?

656273

-

1.2.3.1

2-hydroxypyrimidine + H2O + ferricyanide + O2 = ?

724827

-

1.2.3.1

2-hydroxypyrimidine + H2O + O2 = uracil + H2O2

390376, 390379, 390396, 390405, 390390

-

1.2.3.1

2-hydroxypyrimidine + O2 + H2O = ?

656258

-

1.2.3.1

2-hydroxypyrimidine + O2 + H2O = ? + H2O2

390423

-

1.2.3.1

acetophenone oxime + H2O + 2-hydroxypyrimidine = acetophenone + NH3

390388

-

1.2.3.1

benzamidoxime + H2O + 2-hydroxypyrimidine = benzamidine + ?

390388

-

1.2.3.1

salicylaldoxime + H2O + 2-hydroxypyrimidine = salicylaldehyde + NH3 + ?

390388

-

1.2.3.1

2-pyrimidone + H2O + O2 = ? + H2O2

674940

-

1.2.3.1

10 entries

2.4.2.6

thymidine + 2-pyrimidinol = thymine + ?

638049

-

3.5.4.1

pyrimidin-2-one + H2O = (4R)-hydroxyl-3,4-dihydropyrimidine + ?

688617

-

Product in Enzyme-catalyzed Reactions (4 results)

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Show Product (4 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.2.2.27

deoxyuracil-containing single-stranded DNA + H2O = deoxyuracil + single-stranded DNA with abasic site

0

-

3.2.2.27

deoxyuracil-containing single-stranded RNA + H2O = deoxyuracil + single-stranded RNA

0

-

3.2.2.27

deoxyuracil-mismatched double-stranded DNA + H2O = deoxyuracil + double-stranded DNA with abasic site

0

-

3.2.2.27

3 entries

3.2.2.8

a pyrimidine nucleoside + H2O = D-ribose + a pyrimidine base

0

-

Inhibitor in Enzyme-catalyzed Reactions (4 results)

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Show Inhibitors (4 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

2.1.1.37

forms a part of inhibitor 1,2-dihydropyrimidin-2-one-5-methylene-(methylsulfonium)-adenosyl, bindng structure and mechanism, overview

703330

-

3.5.4.1

-

654095

-

3.5.4.1

binding structure modeling, inhibition mechanism, acts as a transition state analogue

656128

-

3.5.4.1

-

209495

-

3.5.4.1

3 entries

3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

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Show 3D Structure of Enzyme-Ligand-Complex (PDB) (1 entry)

EC NUMBER

ENZYME 3D STRUCTURE

3.5.4.38

6nfl, 3D-view

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (2 results)

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Show Turnover Number (2 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

1.2.3.1

6.88

-

apparent Kcat-value of recombinant mAOX3, pH 7.4, 25°C

724827

1.2.3.1

21.32

-

apparent Kcat-value of native mAOX3, pH 7.4, 25°C

724827

1.2.3.1

2 entries

K_M Value (8 results)

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Show KM Value (8 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.2.3.1

0.0044

-

-

390376

1.2.3.1

0.06

-

25°C, pH 7.4

656273

1.2.3.1

0.097

-

apparent Km-value of recombinant mAOX3, pH 7.4, 25°C

724827

1.2.3.1

0.17

-

25°C, pH 7.4

656273

1.2.3.1

0.173

-

apparent Km-value of native mAOX3, pH 7.4, 25°C

724827

1.2.3.1

1.65

-

-

390405

1.2.3.1

8.3

-

male enzyme

390379

1.2.3.1

14.7

-

female enzyme

390379

1.2.3.1

8 entries

References & Links

Literature References (17)

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Show Reference (17 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

209495

3516692

Inhibition of yeast cytosine deaminase by 5-bromo-2-pyrimidinone and its covalent hydrate

1986

Kornblatt, M.J.; Tee, O.S.

Eur. J. Biochem.

756

297-300

390376

10598038

Purification and some properties of hamster liver aldehyde oxidase

1999

Sugihara, K.; Katsuma, Y.; Tanaka, C.; Kitamura, S.

Biol. Pharm. Bull.

22

1246-1248

390379

9015384

Purification and characterization of hepatic aldehyde oxidase in male and female mice

1997

Yoshihara, S.i.; Tatsumi, K.

Arch. Biochem. Biophys.

338

29-34

390388

3566284

Oxime-metabolizing activity of liver aldehyde oxidase

1987

Tatsumi, K.; Ishigai, M.

Arch. Biochem. Biophys.

253

413-418

390390

3755579

Kinetic and inhibition studies on reduction of diphenyl sulfoxide by guinea pig liver aldehyde oxidase

1986

Yoshihara, S.; Tatsumi, K.

Arch. Biochem. Biophys.

249

8-14

390396

4051501

Guinea pig liver aldehyde oxidase as a sulfoxide reductase: its purification and characterization

1985

Yoshihara, S.; Tatsumi, K.

Arch. Biochem. Biophys.

242

213-224

390405

6259169

Superoxide production by an unusual aldehyde oxidase in guinea pig granulocytes. Characterization and cytochemical localization

1981

Badwey, J.A.; Robinson, J.M.; Karnovsky, M.J.; Karnovsky, M.L.

J. Biol. Chem.

256

3479-3486

390423

8262244

Retinal oxidase is identical to aldehyde oxidase

1993

Tomita, S.; Tsujita, M.; Ichikawa, Y.

FEBS Lett.

336

272-274

638049

486487

Nucleoside deoxyribosyltransferase-II from Lactobacillus helveticus Substrate specificity studied. Pyrimidine bases as acceptors

1979

Cardinaud, R.; Holguin, J.

Biochim. Biophys. Acta

568

339-347

654095

12777821

Crystallization and preliminary crystallographic analysis of yeast cytosine deaminase

2003

Hsu, Y.H.; Hu, C.Y.; Lin, J.J.; Liaw, S.H.

Acta Crystallogr. Sect. D

59

950-952

656128

12637534

Crystal structure of yeast cytosine deaminase. Insights into enzyme mechanism and evolution

2003

Ko, T.P.; Lin, J.J.; Hu, C.Y.; Hsu, Y.H.; Wang, A.H.; Liaw, S.H.

J. Biol. Chem.

278

19111-19117

656258

15383531

The aldehyde oxidase gene cluster in mice and rats. Aldehyde oxidase homologue 3, a novel member of the molybdo-flavoenzyme family with selective expression in the olfactory mucosa

2004

Kurosaki, M.; Terao, M.; Barzago, M.M.; Bastone, A.; Bernardinello, D.; Salmona, M.; Garattini, E.

J. Biol. Chem.

279

50482-50498

656273

14665639

Regulation and biochemistry of mouse molybdo-flavoenzymes. The DBA/2 mouse is selectively deficient in the expression of aldehyde oxidase homologues 1 and 2 and represents a unique source for the purification and characterization of aldehyde oxidase

2004

Vila, R.; Kurosaki, M.; Barzago, M.M.; Kolek, M.; Bastone, A.; Colombo, L.; Salmona, M.; Terao, M.; Garattini, E.

J. Biol. Chem.

279

8668-8683

674940

-

Comparative effects of scopoletin and menadione on aldehyde oxidase activity of guinea pig liver

2005

Al-Omar, M.A.; Al-Arifi, M.N.

J. Biol. Sci.

5

525-531

688617

17506543

Stabilization of a transition-state analogue at the active site of yeast cytosine deaminase: importance of proton transfers

2007

Xu, Q.; Guo, H.; Gorin, A.; Guo, H.

J. Phys. Chem. B

111

6501-6506

703330

18220765

Mammalian cytosine DNA methyltransferase Dnmt1: enzymatic mechanism, novel mechanism-based inhibitors, and RNA-directed DNA methylation

2008

Svedruzic, Z.M.

Curr. Med. Chem.

15

92-106

724827

21705476

Characterization and crystallization of mouse aldehyde oxidase 3: from mouse liver to Escherichia coli heterologous protein expression

2011

Mahro, M.; Coelho, C.; Trincao, J.; Rodrigues, D.; Terao, M.; Garattini, E.; Saggu, M.; Lendzian, F.; Hildebrandt, P.; Romao, M.J.; Leimkuehler, S.

Drug Metab. Dispos.

39

1939-1945

Links to other databases for 2-hydroxypyrimidine

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ChEBI

PubChem