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• • Molecular Structure
  • Sum Formula
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  • Synonyms
  • InChIKey
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• Roles as Enzyme Ligand
• • In Vivo Substrate
  • In Vivo Product
  • Substrate
  • Product
  • Cofactor
  • Activator
  • Inhibitor
  • Metals and Ions
  • 3D Structure (PDB)
• Enzyme Kinetic Parameters
• • k_cat Value (Turnover Number)
  • K_M Value
  • K_i Value
  • IC₅₀ Value
• References & Links
• • References
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Ligand cytosine

Basic Ligand Information

Molecular Structure

Show all BRENDA pathways known for cytosine

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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

3.5.4.1

cytosine + H2O = uracil + NH3

209493, 209494, 209497, 209501, 209506, 209507, 209508, 137029, 209488, 209484, 209487, 209489, 209496, 209498, 209502, 209503, 209504, 209505, 675179, 684772, 685669, 685673, 685848, 685938, 687168, 688280, 209485, 209486, 209492, 209495, 654095, 673932, 685615, 685937, 687192, 688612, 713064, 209490, 209499, 209500, 684230, 687995, 688617, 699300, 684863, 685930, 695762, 734542, 688408, 688927

-

In Vivo Product in Enzyme-catalyzed Reactions (2 results)

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Show Natural Product (2 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.11.33

N3-methylcytosine + 2-oxoglutarate + O2 = cytosine + formaldehyde + succinate + CO2

-

-

3.2.2.3

cytidine + H2O = D-ribose + cytosine

-

-

Substrate in Enzyme-catalyzed Reactions (24 results)

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Show Substrate (24 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.11.1.10

cytosine + Br- + H2O2 = ?

348310

-

1.11.1.18

Br- + H2O2 + cytosine = 5-bromocytosine + H2O

673427

-

1.11.1.18

cytosine + Br- + peracetic acid = 5-bromocytosine + ?

671956

-

2.4.2.6

2',3'-dideoxyadenosine + cytosine = 2',3'-dideoxycytidine + adenine

705990, 758684

-

2.4.2.6

2',3'-dideoxyuridine + cytosine = 2',3'-dideoxycytidine + uracil

704429

-

2.4.2.6

2'-deoxyadenosine + cytosine = 2'-deoxycytidine + adenine

705990, 721371

-

2.4.2.6

2'-deoxyinosine + cytosine = 2'-deoxycytidine + hypoxanthine

759526

-

2.4.2.6

2'-deoxyuridine + cytosine = 2'-deoxycytidine + uracil

704429, 721340, 721371

-

2.4.2.6

9-beta-D-arabinofuranosyl adenine + cytosine = ?

758684

-

2.4.2.6

cytosine + deoxyadenosine = deoxycytidine + adenine

691053

-

2.4.2.6

cytosine + deoxyguanosine = deoxycytidine + guanine

691053

-

2.4.2.6

cytosine + deoxyinosine = deoxycytidine + hypoxanthine

691053

-

2.4.2.6

cytosine + deoxyuridine = deoxycytidine + uracil

691053

-

2.4.2.6

cytosine + thymidine = deoxycytidine + thymine

691053

-

2.4.2.6

deoxyadenosine + cytosine = adenine + deoxycytidine

638040, 638045, 638051

-

2.4.2.6

deoxycytidine + cytosine = cytosine + deoxycytidine

638040

-

2.4.2.6

deoxyguanosine + cytosine = guanine + deoxycytidine

638051, 638040, 638045

-

2.4.2.6

deoxyinosine + cytosine = hypoxanthine + deoxycytidine

638045, 638040, 638051

-

2.4.2.6

thymidine + cytosine = thymine + 2'-deoxycytidine

638051, 638045, 638046, 638049, 638053

-

1.11.1.18

2 entries

2.4.2.6

16 entries

3.2.2.1

cytosine + D-ribose = cytidine + H2O

326379

-

3.5.4.1

cytosine + H2O = uracil + NH3

209493, 209494, 209497, 209501, 209506, 209507, 209508, 137029, 209488, 209484, 209487, 209489, 209496, 209498, 209502, 209503, 209504, 209505, 667616, 670746, 675179, 684772, 685669, 685673, 685848, 685938, 687168, 688280, 688927, 711669, 718902, 719155, 209485, 209486, 209492, 209495, 654095, 667664, 673932, 685615, 685937, 687192, 688612, 713064, 669819, 209490, 209499, 209500, 656128, 684230, 687995, 688408, 688617, 699300, 752824, 656497, 684863, 685930, 695762, 734542, 654796

-

3.5.4.21

cytosine + H2O = uracil + NH3

289024

-

3.5.4.3

cytosine + H2O = 6-hydroxy-1H-pyrimidin-2-one + NH3

209539

-

3.5.4.5

cytosine + H2O = ?

209639

-

Product in Enzyme-catalyzed Reactions (62 results)

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Show Product (62 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.11.33

3-methylcytosine + O2 + 2-oxoglutarate = cytosine + CO2 + formaldehyde + succinate + H+

-

-

1.14.11.33

N3-methylcytosine + 2-oxoglutarate + O2 = cytosine + formaldehyde + succinate + CO2

-

-

1.14.11.33

2 entries

2.4.2.2

cytidine + phosphate = cytosine + alpha-D-ribose 1-phosphate

-

-

2.4.2.3

cytidine + phosphate = cytosine + alpha-D-ribose 1-phosphate

-

5efo, 3D-view

2.4.2.3

cytidine + phosphate = cytosine + alpha-D-ribose 1-phosphate

-

5epu, 3D-view

2.4.2.3

cytidine + phosphate = cytosine + alpha-D-ribose 1-phosphate

-

5lok, 3D-view

2.4.2.3

3 entries

2.4.2.57

CMP + phosphate = cytosine + alpha-D-ribose 1,5-bisphosphate

-

-

2.4.2.6

2',3'-dideoxycytidine + adenine = 2',3'-dideoxyadenosine + cytosine

-

-

2.4.2.6

2',3'-dideoxycytidine + hypoxanthine = 2',3'-dideoxyinosine + cytosine

-

-

2.4.2.6

2',3'-dideoxycytidine + thymine = 2',3'-dideoxythymidine + cytosine

-

-

2.4.2.6

2'-deoxycytidine + 2,6-diaminopurine = 2,6-diaminopurine 2-deoxy-D-ribose 5-phosphate + cytosine

-

-

2.4.2.6

2'-deoxycytidine + 5-bromouracil = 2'-deoxy-5-bromouridine + cytosine

-

-

2.4.2.6

2'-deoxycytidine + 6-chloroguanine = cytosine + 2'-deoxy-6-chloroguanosine

-

-

2.4.2.6

2'-deoxycytidine + 6-chloropurine = 6-chloropurine 2-deoxy-D-ribose 5-phosphate + cytosine

-

-

2.4.2.6

2'-deoxycytidine + adenine = 2'-deoxyadenosine + cytosine

-

-

2.4.2.6

2'-deoxycytidine + adenosine = 2'-deoxyadenosine + cytosine

-

-

2.4.2.6

2'-deoxycytidine + hypoxanthine = 2'-deoxyinosine + cytosine

-

-

2.4.2.6

2'-deoxycytidine + thymine = 2'-deoxythymidine + cytosine

-

-

2.4.2.6

adenine + deoxycytidine = deoxyadenosine + cytosine

-

-

2.4.2.6

dCMP + 2,6-dichloropurine = 2,6-dichloropurin-9-yl-2'-deoxy-beta-D-ribose 5'-phosphate + cytosine

-

-

2.4.2.6

deoxycytidine + 1,7-dimethylguanine = cytosine + deoxy-1,7-dimethylguanosine

-

-

2.4.2.6

deoxycytidine + 1,N2-epsilon-guanine = cytosine + ?

-

-

2.4.2.6

deoxycytidine + 1,N6-epsilon-adenine = cytosine + ?

-

-

2.4.2.6

deoxycytidine + 3,N4-epsilon-cytosine = cytosine + ?

-

-

2.4.2.6

deoxycytidine + 5,6,7,9-tetrahydro-7-acetoxy-9-oxoimidazo[1,2-a]purine = cytosine + ?

-

-

2.4.2.6

deoxycytidine + adenine = cytosine + deoxyadenosine

, 638040, 638042

-

2.4.2.6

deoxycytidine + C8-aminoguanine = cytosine + 2'-deoxy-8-aminoguanosine

-

-

2.4.2.6

deoxycytidine + C8-methylguanine = cytosine + 2'-deoxy-8-methylguanosine

-

-

2.4.2.6

deoxycytidine + cytosine = cytosine + deoxycytidine

-

-

2.4.2.6

deoxycytidine + guanine = cytosine + deoxyguanosine

-

-

2.4.2.6

deoxycytidine + hypoxanthine = cytosine + deoxyinosine

-

-

2.4.2.6

deoxycytidine + N2,3-epsilon-guanine = cytosine + ?

-

-

2.4.2.6

deoxycytidine + N2-(2-oxoethyl)guanine = cytosine + 2'-deoxy-N2-(2-oxoethyl)guanosine

-

-

2.4.2.6

deoxycytidine + pyrimido[1,2-a]purin-10(3H)-one = cytosine + ?

-

-

2.4.2.6

deoxycytidine + thymine = cytosine + thymidine

-

-

2.4.2.6

deoxycytidine + xanthine = cytosine + xanthosine

-

-

2.4.2.6

hypoxanthine + deoxycytidine = deoxyinosine + cytosine

-

-

2.4.2.6

thymine + deoxycytidine = thymidine + cytosine

-

-

2.4.2.6

uracil + deoxycytidine = deoxyuridine + cytosine

-

-

2.4.2.6

32 entries

2.7.1.77

3'-CMP + thymidine = cytosine + TMP

-

-

3.1.13.5

tRNA-C-C-A-Cn + H2O = tRNA-C-C-A-Cn-1 + cytosine

-

-

3.1.3.5

3'-CMP + H2O = cytosine + phosphate

-

-

3.1.3.5

5'-CMP + H2O = cytosine + phosphate

-

-

3.1.3.5

2 entries

3.1.3.6

3'-CMP + H2O = cytosine + phosphate

95084, 95082, 95093, , 95088, 95077, 95089, 95087

-

3.1.3.89

CMP + H2O = cytosine + phosphate

-

-

3.1.30.1

3'-CMP + H2O = cytosine + phosphate

134971, 134970, 134972, 134975

-

3.2.2.1

2'-O-methylcytidine + H2O = 2-O-methylribose + cytosine

-

-

3.2.2.1

cytidine + H2O = cytosine + D-ribose

-

-

3.2.2.1

cytidine + H2O = D-ribose + cytosine

-

-

3.2.2.10

5'-CMP + H2O = cytosine + ribose 5-phosphate

137031

-

3.2.2.10

5'-deoxy CMP + H2O = cytosine + deoxyribose 5-phosphate

137031

-

3.2.2.1

3 entries

3.2.2.10

2 entries

3.2.2.29

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

-

-

3.2.2.3

cytidine + H2O = cytosine + D-ribose

-

-

3.2.2.3

cytidine + H2O = D-ribose + cytosine

-

-

3.2.2.3

deoxycytidine + H2O = D-deoxyribose + cytosine

-

-

3.2.2.7

2'-deoxycytidine + H2O = cytosine + 2-deoxy-D-ribose

-

-

3.2.2.7

cytidine + H2O = cytosine + D-ribose

-

-

3.2.2.3

3 entries

3.2.2.7

2 entries

3.2.2.8

cytidine + H2O = cytosine + D-ribose

, 137114, 137117, 137115, 137116

-

3.6.1.11

3'-CMP + H2O = cytosine + phosphate

-

-

4.6.1.19

ApC + H2O = AMP + cytosine

-

-

4.6.1.19

GpC + H2O = GMP + cytosine

-

-

4.6.1.19

UpC + H2O = UMP + cytosine

-

-

4.6.1.19

3 entries

Inhibitor in Enzyme-catalyzed Reactions (4 results)

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Show Inhibitors (4 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.10.3.5

-

389977

-

2.4.2.10

-

489712

-

2.4.2.22

-

638008

-

2.4.2.6

-

638042, 638045

-

3D Structure of Enzyme-Ligand-Complex (PDB) (10 results)

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Show 3D Structure of Enzyme-Ligand-Complex (PDB) (10 entries)

EC NUMBER

ENZYME 3D STRUCTURE

1.7.1.13

4iqi, 3D-view

2.3.1.81

3slb, 3D-view

2.4.2.1

5ko5, 3D-view

2.4.2.1

5ko6, 3D-view

2.4.2.3

5efo, 3D-view

2.4.2.3

5epu, 3D-view

2.4.2.3

5lok, 3D-view

2.4.2.1

2 entries

2.4.2.3

3 entries

3.2.2.22

4zt8, 3D-view

4.6.1.12

3ike, 3D-view

4.6.1.12

3mbm, 3D-view

4.6.1.12

2 entries

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (25 results)

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Show Turnover Number (25 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

2.4.2.6

2083

-

pH 6.5, 40°C

721340

3.5.4.1

0.0075

-

mutant D313N, pH 8.5, 30°C

718902

3.5.4.1

0.18

-

mutant H246Q, pH 8.5, 30°C

718902

3.5.4.1

1.69

-

mutant enzyme V152A/F316C/D317G, pH and temperature not specified in the publication

711669

3.5.4.1

2.13

-

mutant enzyme D314E/F316L/D317G, pH and temperature not specified in the publication

711669

3.5.4.1

2.98

-

mutant enzyme V315L/F316V/D317G, pH and temperature not specified in the publication

711669

3.5.4.1

9.5

-

mutant A23L/D92E/V108I/I140L

688408

3.5.4.1

26.4

-

pH 7.5, 25°C, Zn2+CDase

654796

3.5.4.1

29.5

-

mutant D92E

688408

3.5.4.1

31.7

-

mutant A23L/V108I/I140L

688408

3.5.4.1

36.8

-

mutant D314G, pH 7.5, 37°C

670746

3.5.4.1

49.68

-

wild type enzyme, pH and temperature not specified in the publication

711669

3.5.4.1

91

-

pH 7.5, 25°C, steady-state kinetics

667664

3.5.4.1

104

-

mutant D314A, pH 7.5, 37°C

670746

3.5.4.1

104

-

pH 7.5, 37°C, mutant D314A

667616

3.5.4.1

132

-

wild-type, pH 8.5, 30°C

718902

3.5.4.1

165

-

pH 7.5, 37°C, wild-type

667616

3.5.4.1

165

-

wild-type, pH 7.5, 37°C

670746

3.5.4.1

170

-

wild-type enzyme

688408

3.5.4.1

185

-

pH 7.5, 25°C, CDase

654796

3.5.4.1

185

-

pH 7.5, 25°C, wild-type enzyme

688280

3.5.4.1

189

-

pH 7.5, 37°C, mutant H312A

667616

3.5.4.1

279

-

mutant D314S, pH 7.5, 37°C

670746

3.5.4.1

1030

-

pH 7.5, 37°C, mutant P318A

667616

3.5.4.1

2286

-

pH 7.5, 37°C, mutant F316A

667616

3.5.4.1

24 entries

K_M Value (50 results)

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Show KM Value (50 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.4.2.6

0.05

-

reaction with thymidine

638051

2.4.2.6

0.073

-

reaction with deoxyinosine

638045

2.4.2.6

0.077

-

reaction with deoxyguanosine

638045

2.4.2.6

0.12

-

reaction with deoxyadenosine

638051

2.4.2.6

0.17

-

reaction with deoxycytidine

638045

2.4.2.6

0.18

-

reaction with deoxyinosine

638051

2.4.2.6

0.19

-

reaction with deoxyguanosine

638051

2.4.2.6

0.22

-

-

638042

2.4.2.6

0.22

-

reaction with deoxyadenosine

638045

2.4.2.6

10.79

-

pH 6.5, 40°C

721340

2.4.2.6

10 entries

3.2.2.1

4.7

-

-

326379

3.5.4.1

0.19

-

pH 7.5, 25°C, wild-type enzyme

688280

3.5.4.1

0.2

-

pH 7.5, 25°C, CDase

654796

3.5.4.1

0.2

-

pH 7.5, 25°C, Zn2+CDase

654796

3.5.4.1

0.2

-

pH 7.5, 37°C, mutant F316A

667616

3.5.4.1

0.2

-

pH 7.5, 37°C, wild-type

667616

3.5.4.1

0.2

-

wild-type, pH 7.5, 37°C

670746

3.5.4.1

0.22

-

-

209503

3.5.4.1

0.25

-

mutant H246Q, pH 8.5, 30°C

718902

3.5.4.1

0.3

-

mutant D314G, pH 7.5, 37°C

670746

3.5.4.1

0.38

-

pH 7.5, 30°C

669819

3.5.4.1

0.46

-

wild type enzyme, pH and temperature not specified in the publication

711669

3.5.4.1

0.47

-

mutant A23L/D92E/V108I/I140L

688408

3.5.4.1

0.52

-

mutant A23L/V108I/I140L

688408

3.5.4.1

0.57

-

mutant D92E

688408

3.5.4.1

0.7

-

pH 7.5, 37°C, mutant H312A

667616

3.5.4.1

0.74

-

-

209493

3.5.4.1

0.8

-

pH 7.5, 37°C, mutant P318A

667616

3.5.4.1

0.97

-

wild-type, pH 8.5, 30°C

718902

3.5.4.1

1

-

at pH 5,7 and 8

209485

3.5.4.1

1

-

mutant D314S, pH 7.5, 37°C

670746

3.5.4.1

1.1

-

at pH 6.4

209495

3.5.4.1

1.1

-

pH 7.5, 25°C, steady-state kinetics

667664

3.5.4.1

1.17

-

wild-type enzyme

688408

3.5.4.1

1.25

-

-

209495

3.5.4.1

1.57

-

at pH 8.4

209495

3.5.4.1

1.65

-

mutant enzyme D314E/F316L/D317G, pH and temperature not specified in the publication

711669

3.5.4.1

1.78

-

at pH 7.4

209495

3.5.4.1

1.82

-

pH 7.3, 37°C

719155

3.5.4.1

1.9

-

mutant D313N, pH 8.5, 30°C

718902

3.5.4.1

2

-

-

209501

3.5.4.1

2.2

-

mutant D314A, pH 7.5, 37°C

670746

3.5.4.1

2.2

-

pH 7.5, 37°C, mutant D314A

667616

3.5.4.1

2.5

-

-

209484, 209492

3.5.4.1

3.16

-

mutant enzyme V315L/F316V/D317G, pH and temperature not specified in the publication

711669

3.5.4.1

3.4

-

-

209489

3.5.4.1

4.5

-

-

209490

3.5.4.1

4.9

-

mutant enzyme V152A/F316C/D317G, pH and temperature not specified in the publication

711669

3.5.4.1

37 entries

3.5.4.21

0.62

-

-

289024

3.5.4.5

0.089

-

-

209639

K_i Value (2 results)

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Show KI Value (2 entries)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.4.2.22

0.286

-

-

638008

2.4.2.6

0.17

-

-

638042, 638045

References & Links

Literature References (101)

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Show Reference (101 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

95077

-

High-performance liquid chromatographic assay of potato tuber 3'-nucleotidase

1987

Nguyen, T.T.; Palcic, M.M.; Hadziyev, D.

J. Chromatogr.

391

257-265

95082

-

Purification and characterization of nucleases from tea leaves

1982

Imagawa, H.; Toryu, H.; Ozawa, T.; Takino, Y.

Agric. Biol. Chem.

46

1261-1269

95084

4724305

Studies on 3-nucleotidase-nuclease from potato tubers. II. Further studies on substrate specificity and mode of action

1973

Suno, M.; Nomura, A.; Mizuno, Y.

J. Biochem.

73

1291-1297

95087

1322126

Purification and properties of 3'-nucleotidase of Leishmania donovani

1992

Gbenle, G.O.; Dwyer, D.M.

Biochem. J.

285

41-46

95088

2158995

An inducible 3'-nucleotidase/nuclease from the trypanosomatid Crithidia luciliae. Purification and characterization

1990

Neubert, T.A.; Gottlieb, M.

J. Biol. Chem.

265

7236-7242

95089

8218386

Characterization of a filtrable 3'-nucleotidase of Leishmania donovani

1993

Gbenle, G.O.

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