print visible entries

print all entries

Ligand ganciclovir

Basic Ligand Information

Molecular Structure

close all tables

open all tables

Roles as Enzyme Ligand

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

top print hide

Show Natural Substrate (1 entry)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.7.4.8

ATP + ganciclovir = ADP + ganciclovir phosphate

673847

-

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

top print hide

Show Natural Product (1 entry)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.1.1.43

valganciclovir + H2O = L-valine + ganciclovir

0

-

Substrate in Enzyme-catalyzed Reactions (7 results)

top print hide

Show Substrate (7 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.7.1.113

ATP + 9-(1,3-dihydroxy-2-propoxymethyl)guanine = ADP + 9-(1,3-dihydroxy-2-propoxymethyl)guanine 5'-monophosphate

640562

-

2.7.1.113

ATP + ganciclovir = ADP + ganciclovir phosphate

661453

-

2.7.1.113

2 entries

2.7.1.145

ATP + ganciclovir = ADP + ganciclovir phosphate

662990

-

2.7.1.21

ATP + 9-(1,3-dihydroxy-2-propoxymethyl)guanine = ADP + 9-(1,3-dihydroxy-2-propoxymethyl)guanine 5'-phosphate

723765

1ki2, 3D-view

2.7.1.21

ATP + ganciclovir = ?

641160, 641161, 641163

1ki2, 3D-view

2.7.1.21

ATP + ganciclovir = ADP + ganciclovir phosphate

661194

1ki2, 3D-view

2.7.1.21

3 entries

2.7.4.8

ATP + ganciclovir = ADP + ganciclovir phosphate

673847

-

Product in Enzyme-catalyzed Reactions (3 results)

top print hide

Show Product (3 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.1.1.43

valganciclovir + H2O = L-valine + 2-amino-9-[[(1,3-dihydroxpropan-2-yl)oxy]methyl]-1,9-dihydro-6H-purin-6-one

0

-

3.1.1.43

valganciclovir + H2O = L-valine + ganciclovir

0

-

3.1.1.43

2 entries

3.4.21.97

acetyl-L-Gln-L-Ala-gancyclovir + H2O = acetyl-L-Gln-L-Ala + ganciclovir

0

-

Inhibitor in Enzyme-catalyzed Reactions (5 results)

top print hide

Show Inhibitors (5 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

2.4.2.1

-

489685

4da6, 3D-view

2.4.2.1

-

489711, 736013

4da6, 3D-view

2.4.2.1

isothermal titration calorimetry study. At 25°C and with an increase in the phosphate concentration from 0 to 50 mM, ganciclovir binding becomes more enthalpically-driven

701906

4da6, 3D-view

2.4.2.1

3 entries

2.4.2.4

-

736908

-

3.5.4.1

-

684863

-

3D Structure of Enzyme-Ligand-Complex (PDB) (2 results)

top print hide

Show 3D Structure of Enzyme-Ligand-Complex (PDB) (2 entries)

EC NUMBER

ENZYME 3D STRUCTURE

2.4.2.1

4da6, 3D-view

2.7.1.21

1ki2, 3D-view

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (7 results)

top print hide

Show Turnover Number (7 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

2.7.1.21

0.0035

-

37°C, mutant SR39

641161

2.7.1.21

0.0056

-

37°C, mutant SR11

641161

2.7.1.21

0.0089

-

37°C, mutant SR26

641161

2.7.1.21

0.04

-

pH 7.6, 37°C, mutant Q125N

641163

2.7.1.21

0.08

-

pH 7.6, 37°C, mutant Q125E

641163

2.7.1.21

0.1

-

37°C, wild-type

641161

2.7.1.21

0.47

-

pH 7.6, 37°C, wild-type

641163

2.7.1.21

7 entries

K_M Value (12 results)

top print hide

Show KM Value (12 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.7.1.145

0.92

-

recombinant mutant M88R, pH 7.6, 37°C

662990

2.7.1.145

1.2

-

recombinant N-terminally truncated mutant M88R, pH 7.6, 37°C

662990

2.7.1.145

1.75

-

recombinant N-terminally truncated mutant V84A/M88R, pH 7.6, 37°C

662990

2.7.1.145

2.68

-

recombinant mutant V84A/M88R, pH 7.6, 37°C

662990

2.7.1.145

5.06

-

recombinant mutant V84A/M88R/A110D, pH 7.6, 37°C

662990

2.7.1.21

0.00333

-

37°C, mutant SR39

641161

2.7.1.21

0.00614

-

37°C, mutant SR11

641161

2.7.1.21

0.01755

-

37°C, mutant SR26

641161

2.7.1.21

0.0476

-

37°C, wild-type

641161

2.7.1.21

0.05

-

pH 7.6, 37°C, mutant Q125E

641163

2.7.1.21

0.069

-

pH 7.6, 37°C, wild-type

641163

2.7.1.21

0.473

-

pH 7.6, 37°C, mutant Q125N

641163

2.7.1.145

5 entries

2.7.1.21

7 entries

K_i Value (2 results)

top print hide

Show KI Value (2 entries)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.4.2.1

0.024

-

reaction with 7-methylguanosine

489685

2.4.2.1

0.027

-

reaction with inosine

489685

2.4.2.1

2 entries

IC₅₀ Value (1 result)

top print hide

Show IC50 Value (1 entry)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

3.5.4.1

0.6

-

37°C, recombinant fusion protein HSV-1TKglyCD

684863

References & Links

Literature References (15)

top print hide

Show Reference (15 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

489685

3098294

Properties of two unusual, and fluorescent, substrates of purine-nucleoside phosphorylase: 7-methylguanosine and 7-methylinosine

1986

Kulikowska, E.; Bzowska, A.; Wierzchowski, J.; Shugar, D.

Biochim. Biophys. Acta

874

355-363

489711

11337031

Purine nucleoside phosphorylases: properties, functions, and clinical aspects

2000

Bzowska, A.; Kulikowska, E.; Shugar, D.

Pharmacol. Ther.

88

349-425

640562

11181353

Antiviral guanosine analogs as substrates for deoxyguanosine kinase: implications for chemotherapy

2001

Herrstrom Sjoberg, A.; Wang, L.; Eriksson, S.

Antimicrob. Agents Chemother.

45

739-742

641160

11093770

Selective abolishment of pyrimidine nucleoside kinase activity of herpes simplex virus type 1 thymidine kinase by mutation of alanine-167 to tyrosine

2000

Degreve, B.; Esnouf, R.; De Clercq, E.; Balzarini, J.

Mol. Pharmacol.

58

1326-1332

641161

12192082

Characterization of herpes simplex virus type 1 thymidine kinase mutants engineered for improved ganciclovir or acyclovir activity

2002

Kokoris, M.S.; Black, M.E.

Protein Sci.

11

2267-2272

641163

10747801

Conservative mutations of glutamine-125 in Herpes simplex virus type 1 thymidine kinase result in a Ganciclovir kinase with minimal deoxypyrimidine kinase activities

2000

Hinds, T.A.; Compadre, C.; Hurlburt, B.K.; Drake, R.R.

Biochemistry

39

4105-4111

661194

15779905

Characterization of three essential residues in the conserved ATP-binding region of Epstein-Barr virus thymidine kinase

2005

Wu, C.C.; Hsu, T.Y.; Chen, J.Y.

Biochemistry

44

4785-4793

661453

12363036

Structure and function of cellular deoxyribonucleoside kinases

2002

Eriksson, S.; Munch-Petersen, B.; Johansson, K.; Eklund, H.

Cell. Mol. Life Sci.

59

1327-1346

662990

15571291

Investigation of the substrate recognition of Drosophila melanogaster nucleoside kinase by site directed mutagenesis

2004

Solaroli, N.; Bjerke, M.; Johansson, M.; Karlsson, A.

Nucleosides Nucleotides Nucleic Acids

23

1527-1529

673847

16810197

A guanylate kinase/HSV-1 thymidine kinase fusion protein enhances prodrug-mediated cell killing

2006

Willmon, C.L.; Krabbenhoft, E.; Black, M.E.

Gene Ther.

13

1309-1312

684863

17588533

Computational modeling and functional analysis of Herpes simplex virus type-1 thymidine kinase and Escherichia coli cytosine deaminase fusion protein

2007

Zhang, J.; Wang, Z.; Wei, F.; Qiu, W.; Zhang, L.; Huang, Q.

Biochem. Biophys. Res. Commun.

360

46-50

701906

18938130

Effect of the phosphate substrate on drug-inhibitor binding to human purine nucleoside phosphorylase

2008

Todorova, N.A.; Schwarz, F.P.

Arch. Biochem. Biophys.

480

122-131

723765

-

Cloning, expression, isolation, and properties of thymidine kinase from herpes simplex virus type 1, strain L2

2011

Stepanenko, V.; Esipov, R.; Miroshnikov, A.; Andronova, V.; Galegov, G.; Yasko, M.; Guskova, A.; Skoblov, A.; Skoblov, Y.

Russ. J. Bioorg. Chem.

37

436-440

736013

24107682

Functional analysis of purine nucleoside phosphorylase as a key enzyme in ribavirin metabolism

2014

Furihata, T.; Kishida, S.; Sugiura, H.; Kamiichi, A.; Iikura, M.; Chiba, K.

Drug Metab. Pharmacokinet.

29

211-214

736908

24940683

Mycoplasma pneumoniae thymidine phosphorylase

2014

Wang, L.; Schmidl, S.R.; Stuelke, J.

Nucleosides Nucleotides Nucleic Acids

33

296-304

Links to other databases for ganciclovir

top print hide

Show Links (1 entry)

ChEBI

PubChem