Information on EC 2.7.1.21 - thymidine kinase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
2.7.1.21
-
RECOMMENDED NAME
GeneOntology No.
thymidine kinase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
ATP + thymidine = ADP + dTMP
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
phospho group transfer
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Drug metabolism - other enzymes
-
-
Metabolic pathways
-
-
pyrimidine deoxyribonucleosides salvage
-
-
pyrimidine metabolism
-
-
Pyrimidine metabolism
-
-
SYSTEMATIC NAME
IUBMB Comments
ATP:thymidine 5'-phosphotransferase
Deoxyuridine can also act as acceptor, and dGTP can act as a donor. The deoxypyrimidine kinase complex induced by Herpes simplex virus catalyses this reaction as well as those of EC 2.7.1.114 (AMP---thymidine kinase), EC 2.7.1.118 (ADP---thymidine kinase) and EC 2.7.4.9 (dTMP-kinase).
CAS REGISTRY NUMBER
COMMENTARY hide
9002-06-6
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
duck
-
-
Manually annotated by BRENDA team
-
UniProt
Manually annotated by BRENDA team
the thymidine kinases from Gram-positive bacteria are more closely related to the eukaryotic thymidine kinase 1 enzymes than are thymidine kinases from Gram-negative bacteria
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
the thymidine kinases from Gram-positive bacteria are more closely related to the eukaryotic thymidine kinase 1 enzymes than are thymidine kinases from Gram-negative bacteria
SwissProt
Manually annotated by BRENDA team
the thymidine kinases from Gram-positive bacteria are more closely related to the eukaryotic thymidine kinase 1 enzymes than are thymidine kinases from Gram-negative bacteria
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
UniProt
Manually annotated by BRENDA team
the thymidine kinases from Gram-positive bacteria are more closely related to the eukaryotic thymidine kinase 1 enzymes than are thymidine kinases from Gram-negative bacteria
SwissProt
Manually annotated by BRENDA team
strain TH20p
-
-
Manually annotated by BRENDA team
Equid herpesvirus 4 TH20p
strain TH20p
-
-
Manually annotated by BRENDA team
NRC-1
-
-
Manually annotated by BRENDA team
Herpes simplex virus
Herpes simplex virus type 4
type 4
-
-
Manually annotated by BRENDA team
Herpes simplex virus type-1
-
-
-
Manually annotated by BRENDA team
Human herpesvirus 1 L2
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
the thymidine kinases from Gram-positive bacteria are more closely related to the eukaryotic thymidine kinase 1 enzymes than are thymidine kinases from Gram-negative bacteria
-
-
Manually annotated by BRENDA team
Murine gammaherpesvirus-68
-
SwissProt
Manually annotated by BRENDA team
-
SwissProt
Manually annotated by BRENDA team
strain IM2
-
-
Manually annotated by BRENDA team
strain IM2
-
-
Manually annotated by BRENDA team
the thymidine kinases from Gram-positive bacteria are more closely related to the eukaryotic thymidine kinase 1 enzymes than are thymidine kinases from Gram-negative bacteria
SwissProt
Manually annotated by BRENDA team
shrimp virus
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
the thymidine kinases from Gram-positive bacteria are more closely related to the eukaryotic thymidine kinase 1 enzymes than are thymidine kinases from Gram-negative bacteria
SwissProt
Manually annotated by BRENDA team
DSM 1728
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
blood stream and epimastigote form
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
of Amsacta moorei
-
-
Manually annotated by BRENDA team
the thymidine kinases from Gram-positive bacteria are more closely related to the eukaryotic thymidine kinase 1 enzymes than are thymidine kinases from Gram-negative bacteria
-
-
Manually annotated by BRENDA team
Xenopus (Silurana) tropicalis
-
UniProt
Manually annotated by BRENDA team
the thymidine kinases from Gram-positive bacteria are more closely related to the eukaryotic thymidine kinase 1 enzymes than are thymidine kinases from Gram-negative bacteria
SwissProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
physiological function
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
ATP + (E)-5-(2-bromovinyl)-2'-deoxyuridine
?
show the reaction diagram
Herpes simplex virus
-
-
-
-
?
ATP + (E)-5-(2-bromovinyl)-2'-deoxyuridine
ADP + (E)-5-(2-bromovinyl)-2'-deoxyuridine 5'-phosphate
show the reaction diagram
ATP + 1-(beta-D-arabinofuranosyl)thymine
ADP + 1-(beta-D-arabinofuranosyl)thymine 5'-phosphate
show the reaction diagram
ATP + 1-beta-D-arabinofuranosylthymine
ADP + 1-beta-D-arabinofuranosylthymine 5'-phosphate
show the reaction diagram
-
as active as with 2'-deoxythymidine
-
-
?
ATP + 2',3'-didehydro-2',3'-dideoxythymidine
ADP + 2',3'-didehydro-2',3'-dideoxythymidine 5'-phosphate
show the reaction diagram
-
12% activity compared to thymidine
-
-
?
ATP + 2',3'-dideoxycytidine
ADP + 2',3'-dideoxycytidine 5’-phosphate
show the reaction diagram
ATP + 2',3'-dideoxydehydrothymidine
ADP + 2',3'-dideoxydehydrothymidine 5'-phosphate
show the reaction diagram
ATP + 2'-deoxycytidine
ADP + 2'-deoxycytidine 5'-phosphate
show the reaction diagram
ATP + 2'-deoxythymidine
ADP + 2'-deoxythymidine 5'-phosphate
show the reaction diagram
ATP + 2'-deoxyuridine
ADP + 2'-deoxyuridine 5'-phosphate
show the reaction diagram
ATP + 2'-exo-methanocarba-thymidine
ADP + 2'-exo-methanocarba-thymidine 5'-monophosphate
show the reaction diagram
Herpes simplex virus
-
MCT
-
-
ATP + 3'-(4-(2-phenylethyl)-1,2,3-triazole-1-yl)-3'-deoxythymidine
ADP + 3'-(4-(2-phenylethyl)-1,2,3-triazole-1-yl)-3'-deoxythymidine 5'-phosphate
show the reaction diagram
ATP + 3'-(4-(2-pyridine)-1,2,3-triazole-1-yl)-3'-deoxythymidine
ADP + 3'-(4-(2-pyridine)-1,2,3-triazole-1-yl)-3'-deoxythymidine 5'-phosphate
show the reaction diagram
ATP + 3'-(4-(3-chloropropyl)-1,2,3-triazol-1-yl)-3'-deoxythymidine
ADP + 3'-(4-(3-chloropropyl)-1,2,3-triazol-1-yl)-3'-deoxythymidine 5'-phosphate
show the reaction diagram
ATP + 3'-(4-(4-fluorophenyl)-1,2,3-triazole-1-yl)-3'-deoxythymidine
ADP + 3'-(4-(4-fluorophenyl)-1,2,3-triazole-1-yl)-3'-deoxythymidine 5'-phosphate
show the reaction diagram
ATP + 3'-(4-benzyl-1,2,3-triazol-1-yl)-3'-deoxythymidine
ADP + 3'-(4-benzyl-1,2,3-triazol-1-yl)-3'-deoxythymidine 5'-phosphate
show the reaction diagram
ATP + 3'-(4-pentyl-1,2,3-triazol-1-yl)-3'-deoxythymidine
ADP + 3'-(4-pentyl-1,2,3-triazol-1-yl)-3'-deoxythymidine 5'-phosphate
show the reaction diagram
ATP + 3'-(4-phenyl-1,2,3-triazol-1-yl)-3'-deoxythymidine
ADP + 3'-(4-phenyl-1,2,3-triazol-1-yl)-3'-deoxythymidine 5'-phosphate
show the reaction diagram
ATP + 3'-(4-propyl-1,2,3-triazol-1-yl)-3'-deoxythymidine
ADP + 3'-(4-propyl-1,2,3-triazol-1-yl)-3'-deoxythymidine 5'-phosphate
show the reaction diagram
ATP + 3'-(4-tert-butyl-1,2,3-triazol-1-yl)-3'-deoxythymidine
ADP + 3'-(4-tert-butyl-1,2,3-triazol-1-yl)-3'-deoxythymidine 5'-phosphate
show the reaction diagram
ATP + 3'-azido-2',3'-deoxythymidine
ADP + 3'-azido-2',3'-deoxythymidine 5'-phosphate
show the reaction diagram
-
-
-
-
?
ATP + 3'-azido-2',3'-dideoxythymidine
ADP + 3'-azido-2',3'-dideoxythymidine 5'-phosphate
show the reaction diagram
ATP + 3'-azido-3'-deoxythymidine
ADP + 3'-azido-3'-deoxythymidine 5'-phosphate
show the reaction diagram
ATP + 3'-azido-3'-deoxythymidine
ADP + 3'-azido-3'-deoxythymidine 5’-phosphate
show the reaction diagram
ATP + 3'-azidothymidine
?
show the reaction diagram
Herpes simplex virus
-
-
-
-
?
ATP + 3'-deoxy-2',3'-didehydro-thymidine
ADP + 3'-deoxy-2',3'-didehydro-thymidine 5'-phosphate
show the reaction diagram
-
-
-
-
?
ATP + 3'-deoxy-2',3'-didehydrothymidine
ADP + 3'-deoxy-2',3'-didehydrothymidine 5'-phosphate
show the reaction diagram
-
-
-
-
?
ATP + 3'-deoxythymidine
ADP + 3'-deoxythymidine 5'-phosphate
show the reaction diagram
-
-
-
-
?
ATP + 3'-fluoro-3'-deoxythymidine
ADP + 3'-fluoro-3'-deoxythymidine 5'-phosphate
show the reaction diagram
-
-
-
-
?
ATP + 3-(benzylcarbamimidoyl)thymidine
ADP + 3-(benzylcarbamimidoyl)thymidine 5'-phosphate
show the reaction diagram
-
14.9% activity compared to thymidine
-
-
?
ATP + 3-(butylcarbamimidoyl)thymidine
ADP + 3-(butylcarbamimidoyl)thymidine 5'-phosphate
show the reaction diagram
-
1.2% activity compared to thymidine
-
-
?
ATP + 3-(phenylcarbamimidoyl)thymidine
ADP + 3-(phenylcarbamimidoyl)thymidine 5'-phosphate
show the reaction diagram
-
1.9% activity compared to thymidine
-
-
?
ATP + 3-(tetrazol-5-ylmethyl)thymidine
ADP + 3-(tetrazol-5-ylmethyl)thymidine 5'-phosphate
show the reaction diagram
-
39.5% activity compared to thymidine
-
-
?
ATP + 3-[1(2)-closo-1,7-carboranylbutyltetrazol-5-ylmethyl]thymidine
ADP + 3-[1(2)-closo-1,7-carboranylbutyltetrazol-5-ylmethyl]thymidine 5'-phosphate
show the reaction diagram
-
63.7% activity compared to thymidine
-
-
?
ATP + 3-[1(2)-closo-1,7-carboranylbutyltetrazol-5-yl]thymidine
ADP + 3-[1(2)-closo-1,7-carboranylbutyltetrazol-5-yl]thymidine 5'-phosphate
show the reaction diagram
-
42.5% activity compared to thymidine
-
-
?
ATP + 3-[1(2)-closo-1,7-carboranylethyltetrazol-5-ylmethyl]thymidine
ADP + 3-[1(2)-closo-1,7-carboranylethyltetrazol-5-ylmethyl]thymidine 5'-phosphate
show the reaction diagram
-
52.4% activity compared to thymidine
-
-
?
ATP + 3-[1(2)-closo-1,7-carboranylethyltetrazol-5-yl]thymidine
ADP + 3-[1(2)-closo-1,7-carboranylethyltetrazol-5-yl]thymidine 5'-phosphate
show the reaction diagram
-
55.6% activity compared to thymidine
-
-
?
ATP + 3-[1(2)-closo-1,7-carboranylpropyltetrazol-5-ylmethyl]thymidine
ADP + 3-[1(2)-closo-1,7-carboranylpropyltetrazol-5-ylmethyl]thymidine 5'-phosphate
show the reaction diagram
-
58.2% activity compared to thymidine
-
-
?
ATP + 3-[1(2)-closo-1,7-carboranylpropyltetrazol-5-yl]thymidine
ADP + 3-[1(2)-closo-1,7-carboranylpropyltetrazol-5-yl]thymidine 5'-phosphate
show the reaction diagram
-
42.9% activity compared to thymidine
-
-
?
ATP + 3-[1(2)-propyltetrazol-5-ylmethyl]thymidine
ADP + 3-[1(2)-propyltetrazol-5-ylmethyl]thymidine 5'-phosphate
show the reaction diagram
-
55.7% activity compared to thymidine
-
-
?
ATP + 3-[1(2)-propyltetrazol-5-yl]thymidine
ADP + 3-[1(2)-propyltetrazol-5-yl]thymidine 5'-phosphate
show the reaction diagram
-
57.6% activity compared to thymidine
-
-
?
ATP + 3-[2-(closo-1,7-carboranyl)ethylcarbamimidoyl]thymidine
ADP + 3-[2-(closo-1,7-carboranyl)ethylcarbamimidoyl]thymidine 5'-phosphate
show the reaction diagram
-
16.3% activity compared to thymidine
-
-
?
ATP + 3-[2-imino-2-(benzylamino)ethyl]thymidine
ADP + 3-[2-imino-2-(benzylamino)ethyl]thymidine 5'-phosphate
show the reaction diagram
-
16.8% activity compared to thymidine
-
-
?
ATP + 3-[2-imino-2-(butylamino)ethyl]thymidine
ADP + 3-[2-imino-2-(butylamino)ethyl]thymidine 5'-phosphate
show the reaction diagram
-
2.3% activity compared to thymidine
-
-
?
ATP + 3-[2-imino-2-(phenylamino)ethyl]thymidine
ADP + 3-[2-imino-2-(phenylamino)ethyl]thymidine 5'-phosphate
show the reaction diagram
-
11.3% activity compared to thymidine
-
-
?
ATP + 3-[2-imino-2-(propylamino)ethyl]thymidine
ADP + 3-[2-imino-2-(propylamino)ethyl]thymidine 5'-phosphate
show the reaction diagram
-
1.9% activity compared to thymidine
-
-
?
ATP + 3-[2-imino-2-[2-(closo-1,7-carboranyl)ethylamino]ethyl]thymidine
ADP + 3-[2-imino-2-[2-(closo-1,7-carboranyl)ethylamino]ethyl]thymidine 5'-phosphate
show the reaction diagram
-
3.0% activity compared to thymidine
-
-
?
ATP + 3-[2-imino-2-[2-(closo-1,7-carboranyl)propylamino]ethyl]thymidine
ADP + 3-[2-imino-2-[2-(closo-1,7-carboranyl)propylamino]ethyl]thymidine 5'-phosphate
show the reaction diagram
-
5.6% activity compared to thymidine
-
-
?
ATP + 3-[3-(closo-1,7-carboranyl)propylcarbamimidoyl]thymidine
ADP + 3-[3-(closo-1,7-carboranyl)propylcarbamimidoyl]thymidine 5'-phosphate
show the reaction diagram
-
15.5% activity compared to thymidine
-
-
?
ATP + 3-[4-(closo-1,7-carboranyl)butylcarbamimidoyl]thymidine
ADP + 3-[4-(closo-1,7-carboranyl)butylcarbamimidoyl]thymidine 5'-phosphate
show the reaction diagram
-
27.3% activity compared to thymidine
-
-
?
ATP + 5-azido-3'-azido-2',3'-dideoxyuridine
ADP + 5-azido-3'-azido-2',3'-dideoxyuridine 5'-monophosphate
show the reaction diagram
Herpes simplex virus
-
-
photoaffinity analog of 3'-azidothymidine
?
ATP + 5-bromo-2'-deoxyuridine
ADP + 5-bromo-2'-deoxyuridine 5'-phosphate
show the reaction diagram
ATP + 5-bromodeoxyuridine
ADP + 5-bromodeoxyuridine 5'-phosphate
show the reaction diagram
-
84% activity compared to thymidine
-
-
?
ATP + 5-chloro-2'-deoxyuridine
ADP + 5-chloro-2'-deoxyuridine 5'-phosphate
show the reaction diagram
ATP + 5-chlorodeoxyuridine
ADP + 5-chlorodeoxyuridine 5'-phosphate
show the reaction diagram
-
110% activity compared to thymidine
-
-
?
ATP + 5-diaza-2'-deoxyuridine
ADP + 5-diaza-2'-deoxyuridine 5'-phosphate
show the reaction diagram
-
-
-
-
?
ATP + 5-fluoro-2'-deoxyuridine
ADP + 5-fluoro-2'-deoxyuridine 5'-phosphate
show the reaction diagram
ATP + 5-fluorodeoxyuridine
ADP + 5-fluorodeoxyuridine 5'-phosphate
show the reaction diagram
-
-
-
-
?
ATP + 5-iodo-2'-deoxyuridine
?
show the reaction diagram
5-iodo-2'-deoxyuridine is efficiently phosphorylated by thymidine kinase confirming that these compound enters the active site of the enzyme and acts as alternate substrate
-
-
?
ATP + 5-iodo-2'-deoxyuridine
ADP + 5-iodo-2'-deoxyuridine 5'-phosphate
show the reaction diagram
ATP + 5-iododeoxyuridine
ADP + 5-iododeoxyuridine 5'-phosphate
show the reaction diagram
-
89% activity compared to thymidine
-
-
?
ATP + 5-mercapto-2'-deoxyuridine
ADP + 5-mercapto-2'-deoxyuridine 5'-phosphate
show the reaction diagram
-
-
-
-
?
ATP + 5-trifluoromethyl-2'-deoxyuridine
ADP + 5-trifluoromethyl-2'-deoxyuridine 5'-phosphate
show the reaction diagram
-
-
-
-
?
ATP + 5-trifluoromethyl-2-deoxyuridine
?
show the reaction diagram
5-trifluoromethyl-2-deoxyuridine is efficiently phosphorylated by thymidine kinase confirming that these compound enters the active site of the enzyme and acts as alternate substrate
-
-
?
ATP + 6-aza-2'-deoxythymidine
ADP + 6-aza-2'-deoxythymidine 5'-phosphate
show the reaction diagram
-
-
-
-
?
ATP + 9-(1,3-dihydroxy-2-propoxymethyl)guanine
ADP + 9-(1,3-dihydroxy-2-propoxymethyl)guanine 5'-phosphate
show the reaction diagram
-
-
-
-
?
ATP + 9-[(hydroxyethoxy)methyl]guanine
ADP + 9-[(hydroxyethoxy)methyl]guanine 5'-phosphate
show the reaction diagram
-
-
-
-
?
ATP + aciclovir
ADP + aciclovir 5'-phosphate
show the reaction diagram
-
-
-
-
?
ATP + aciclovir monophosphate
?
show the reaction diagram
Herpes simplex virus
-
-
-
-
?
ATP + acyclovir
?
show the reaction diagram
ATP + acyclovir
ADP + acyclovir 5'-phosphate
show the reaction diagram
-
-
-
-
?
ATP + acyclovir
ADP + acyclovir phosphate
show the reaction diagram
ATP + arabinosyl cytosine
?
show the reaction diagram
-
-
-
-
?
ATP + azidothymidine
?
show the reaction diagram
-
-
-
?
ATP + azidothymidine monophosphate
?
show the reaction diagram
-
-
-
?
ATP + beta-5-ethyl-2'-deoxyuridine
?
show the reaction diagram
beta-5-ethyl-2'-deoxyuridine is efficiently phosphorylated by thymidine kinase confirming that these compound enters the active site of the enzyme and acts as alternate substrate
-
-
?
ATP + beta-L-2',3'-dideoxy-3'-thiacytidine
ADP + beta-L-2',3'-dideoxy-3'-thiacytidine 5'-phosphate
show the reaction diagram
ATP + beta-L-thymidine
ADP + beta-L-thymidine 5'-phosphate
show the reaction diagram
-
less than 5% activity compared to thymidine
-
-
?
ATP + cytosine arabinoside 5'-triphosphate
ADP + thymidine 5'-phosphate
show the reaction diagram
-
-
-
-
?
ATP + deoxyadenosine
ADP + dAMP
show the reaction diagram
ATP + deoxycytidine
ADP + dCMP
show the reaction diagram
ATP + deoxyguanosine
ADP + dGMP
show the reaction diagram
ATP + deoxyinosine
ADP + dIMP
show the reaction diagram
ATP + deoxyuridine
ADP + dUMP
show the reaction diagram
ATP + dideoxyinosine
ADP + dideoxyinosine 5'-phosphate
show the reaction diagram
-
-
-
-
?
ATP + ganciclovir
?
show the reaction diagram
Herpes simplex virus
-
-
-
-
?
ATP + ganciclovir
ADP + ganciclovir phosphate
show the reaction diagram
-
-
-
-
?
ATP + ganciclovir monophosphate
?
show the reaction diagram
Herpes simplex virus
-
-
-
-
?
ATP + guanosine
ADP + GMP
show the reaction diagram
-
1% activity compared to thymidine
-
-
?
ATP + iododideoxyuridine
ADP + iododideoxyuridine 5'-phosphate
show the reaction diagram
-
-
-
-
?
ATP + lobucavir
?
show the reaction diagram
Herpes simplex virus
-
-
-
-
?
ATP + methylthymidine
ADP + methylthymidine 5'-phosphate
show the reaction diagram
-
-
-
-
?
ATP + thymidine
?
show the reaction diagram
ATP + thymidine
ADP + dTMP
show the reaction diagram
ATP + thymidine
ADP + thymidine 5'-phosphate
show the reaction diagram
ATP + thymidine 5'-phosphate
ADP + thymidine diphosphate
show the reaction diagram
Herpes simplex virus type 4
-
-
-
-
r
ATP + trifluoromethylthymidine
ADP + trifluoromethylthymidine 5’-phosphate
show the reaction diagram
-
good substrate, 130% activity compared to thymidine
-
-
-
ATP + uridine
ADP + UMP
show the reaction diagram
-
-
-
-
?
ATP + [methyl-3H]thymidine
ADP + [methyl-3H]thymidine 5'-phosphate
show the reaction diagram
-
-
-
-
?
CTP + thymidine
CDP + dTMP
show the reaction diagram
-
-
-
-
?
CTP + thymidine
CDP + thymidine 5'-phosphate
show the reaction diagram
dGTP + thymidine
dGDP + dTMP
show the reaction diagram
-
99% activity compared to ATP
-
-
?
GTP + thymidine
GDP + dTMP
show the reaction diagram
GTP + thymidine
GDP + thymidine 5'-phosphate
show the reaction diagram
TTP + thymidine
TDP + thymidine 5'-phosphate
show the reaction diagram
-
-
-
-
?
UTP + thymidine
UDP + dTMP
show the reaction diagram
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
ATP + (E)-5-(2-bromovinyl)-2'-deoxyuridine
ADP + (E)-5-(2-bromovinyl)-2'-deoxyuridine 5'-phosphate
show the reaction diagram
-
drug activation by phosphorylation
-
-
?
ATP + 2'-deoxycytidine
ADP + 2'-deoxycytidine 5'-phosphate
show the reaction diagram
-
-
-
-
ir
ATP + 2'-deoxythymidine
ADP + 2'-deoxythymidine 5'-phosphate
show the reaction diagram
ATP + 2'-deoxyuridine
ADP + 2'-deoxyuridine 5'-phosphate
show the reaction diagram
ATP + acyclovir
ADP + acyclovir phosphate
show the reaction diagram
-
drug activation by phosphorylation, some naturally occurring mutations lead to inability of acyclovir phosphorylation and thus resistance against the drug
-
-
?
ATP + thymidine
?
show the reaction diagram
ATP + thymidine
ADP + thymidine 5'-phosphate
show the reaction diagram
ATP + thymidine 5'-phosphate
ADP + thymidine diphosphate
show the reaction diagram
Herpes simplex virus type 4
-
-
-
-
r
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
CTP
-
less active than ATP
dATP
-
activation
dGTP
-
activation
GDP
-
activation
GTP
-
less active tahn ATP
MgATP2-
-
-
TTP
-
low activity with wild-type and mutant enzymes
additional information
-
activity with NTP cofactors in descending order ATP, GTP, CTP, TTP
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Cu2+
-
can partially substitute for Mg2+
Fe2+
-
can partially substitute for Mg2+
Ni2+
-
can partially substitute for Mg2+
additional information
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(2Z)-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)but-2-en-1-yl 3,3-dimethylbutanoate
(2Z)-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)but-2-en-1-yl benzoate
(2Z)-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)but-2-en-1-yl diphenylacetate
(2Z)-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)but-2-en-1-yl dodecanoate
(2Z)-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)but-2-en-1-yl heptanoate
(2Z)-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)but-2-en-1-yl pivalate
(4E)-N-(diphenylmethyl)-6-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)hex-4-enamide
(4E)-N-[cyano(phenyl)methyl]-6-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)hex-4-enamide
(E)-5-(2-bromovinyl)-1-beta-D-(arabinofuranosyl)uracil
-
-
1-(3'-deoxy-5'-O-triphenylmethyl-beta-D-thymidin-3'-yl)-3-(4-chloro-3-(trifluoromethyl)-phenyl)-thiourea
-
-
1-(3,4-dichlorobenzyl)-3-[[(2R,3S,5S)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl]methyl]thiourea
1-(3,4-dichlorophenyl)-3-[[(2R,3S,5S)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl]methyl]thiourea
1-benzyl-3-[[(2R,3S,5S)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl]methyl]thiourea
1-beta-D-(arabinofuranosyl)thymine
-
-
1-[(2Z)-4-(4-benzylpiperazin-1-yl)but-2-en-1-yl]-5-methylpyrimidine-2,4(1H,3H)-dione
1-[(2Z)-4-(benzylamino)but-2-en-1-yl]-5-methylpyrimidine-2,4(1H,3H)-dione
1-[(2Z)-4-(benzyloxy)but-2-en-1-yl]-5-methylpyrimidine-2,4(1H,3H)-dione
1-[(2Z)-4-(dibenzylamino)but-2-en-1-yl]-5-methylpyrimidine-2,4(1H,3H)-dione
1-[(2Z)-4-(trityloxy)but-2-en-1-yl]-5,6-dihydrothymine
1-[(2Z)-4-hydroxybut-2-en-1-yl]-5-methylpyrimidine-2,4(1H,3H)-dione
1-[(Z)-4-(triphenylmethoxy)-2-butenyl]thymine
-
-
1-[2,3-dihydroxy-4-(trityloxy)butyl]-5-methylpyrimidine-2,4(1H,3H)-dione
1-[3-hydroxy-4-(trityloxy)butyl]-5-methylpyrimidine-2,4(1H,3H)-dione
1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[(2S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl]thiourea
1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[(2S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl]urea
1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[[(2R,3S,5S)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl]methyl]thiourea
1-[[(2R,3S,5S)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl]methyl]-3-phenylthiourea
2'-deoxy-3'-aminothymidine
-
5 mM
2'-exo-methanocarba-thymidine
Herpes simplex virus
-
-
2-(4-chlorophenyl)-N-[(2Z)-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)but-2-en-1-yl]acetamide
2-biphenyl-4-yl-N-[(2Z)-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)but-2-en-1-yl]acetamide
2-mercaptoethanol
-
5 mM
3'-(1,2,3-triazol-1-yl)-3'-deoxy-beta-D-thymidine
-
-
3'-(4-(2-phenyl-ethyl)-1,2,3-triazole-1-yl)-3'-deoxythymidine
3'-(4-(2-pyridine)-1,2,3-triazole-1-yl)-3'-deoxythymidine
3'-(4-(3-chloro-propyl)-1,2,3-triazol-1-yl)-3'-deoxythymidine
3'-(4-(4-fluorophenyl)-1,2,3-triazole-1-yl)-3'-deoxythymidine
3'-(4-benzyl-1,2,3-triazol-1-yl)-3'-deoxy-beta-D-thymidine
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-
3'-(4-benzyl-1,2,3-triazol-1-yl)-3'-deoxythymidine
3'-(4-butyl-1,2,3-triazol-1-yl)-3'-deoxy-beta-D-thymidine
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-
3'-(4-chlorobenzylamino)-3'-deoxy-beta-D-thymidine
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-
3'-(4-chlorophenyl-1,2,3-triazol-1-yl)-3'-deoxy-beta-(E)-5-(2-bromovinyl)-2'-deoxyuridine
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-
3'-(4-chlorophenyl-1,2,3-triazol-1-yl)-3'-deoxy-beta-D-thymidine
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-
3'-(4-cyclopentylmethyl-1,2,3-triazol-1-yl)-3'-deoxy-beta-D-thymidine
-
-
3'-(4-pentyl-1,2,3-triazol-1-yl)-3'-deoxythymidine
3'-(4-phenyl-1,2,3-triazol-1-yl)-3'-deoxythymidine
3'-(4-propyl-1,2,3-triazol-1-yl)-3'-deoxythymidine
3'-(4-tert-butyl-1,2,3-triazol-1-yl)-3'-deoxythymidine
3'-(5-(4-chlorophenyl)-1,2,3-triazol-1-yl)-3'-deoxy-beta-D-thymidine
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-
3'-([[(4-chlorophenyl)carbamothioyl]amino]methyl)-3'-deoxythymidine
3'-([[4-chloro-3-(trifluoromethyl)phenyl]carbamothioyl]amino)-2',3'-dideoxy-3,4-dihydrothymidine
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-
3'-azido-2',3'-dideoxy-3,4-dihydrothymidine
3'-azido-3'-deoxythymidine
3'-benzylamino-3'-deoxy-beta-D-thymidine
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-
3'-deoxy-3'-(4-(3,4-dichlorophenyl)-1,2,3-triazol-1-yl)-beta-D-thymidine
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-
3'-deoxy-3'-(4-phenyl-1,2,3-triazol-1-yl)-beta-(E)-5-(2-bromovinyl)-2'-deoxyuridine
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3'-deoxy-3'-(4-phenyl-1,2,3-triazol-1-yl)-beta-D-thymidine
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-
3'-deoxy-3'-(4-pyridin-2-yl-1,2,3-triazol-1-yl)-beta-D-thymidine
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-
3'-deoxy-3'-(5-phenyl-1,2,3-triazol-1-yl)-beta-D-thymidine
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-
3'-deoxy-3'-([[(3,4-dichlorophenyl)carbamothioyl]amino]methyl)thymidine
3'-deoxy-3'-([[(4-methoxyphenyl)carbamothioyl]amino]methyl)thymidine
3'-deoxy-3'-([[(4-methylphenyl)carbamothioyl]amino]methyl)thymidine
3'-deoxy-3'-fluorothymidine
-
inhibits thymidine phosphorylation catalyzed by thymidine kinase 2
3'-ethyl-5-methyl-2'-deoxyuridine
-
3'-fluorothymidine
-
inhibits thymidine phosphorylation catalyzed by thymidine kinase 2
3'-hexanoylamino-3'-deoxythymidine
-
very potent inhibitor of thymidine kinase 2
3'-O-ethyl-2'-deoxyuridine
-
-
3'-O-methyl-2'-deoxyuridine
-
-
3'-spiro-(4''-amino-1'',2''-oxathiole-2'',2''-dioxide)-5-methyluridine
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inhibits phosphorylation of 2'-deoxythymidine, IC50: 0.0046 mM
3'-[(3-trifluoromethyl-4-chloro)-benzylamino]-3'-deoxy-beta-D-thymidine
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-
3'-[([[4-(benzyloxy)phenyl]carbamothioyl]amino)methyl]-3'-deoxythymidine
3'-[([[4-chloro-3-(trifluoromethyl)phenyl]carbamothioyl]amino)methyl]-3'-deoxythymidine
3-N-methyl-5-iodo-2'-deoxyuridine
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4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-N-tritylbutanamide
4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-N-[2-oxo-2-(tritylamino)ethyl]butanamide
5'-aminothymidine
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-
5'-deoxy-5'-[(tricyclo[3.3.1.13,7]dec-1-ylcarbamothioyl)amino]thymidine
5'-deoxy-5'-[[(diphenylmethyl)carbamothioyl]amino]thymidine
5'-O-(4,4'-dimethoxytrityl)thymidine
-
IC50: 0.468 mM
5-(3'-amino-3'-deoxy-beta-(E)-5-(2-bromovinyl)-2'-deoxyuridin-3'Nyl)-1-(4-chloro-3-trifluoromethylphenyl)-tetrazole
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-
5-(3'-amino-3'-deoxy-beta-D-thymidin-3'N-yl)-1-(4-chloro-3-trifluoromethylphenyl)-tetrazole
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-
5-(3'-amino-3'-deoxy-beta-D-thymidin-3'N-yl)-1-benzyl-tetrazole
-
-
5-(E)-(2-bromovinyl)-1-[(2Z)-4-(trityloxy)but-2-en-1-yl]-uracil
5-(E)-(2-bromovinyl)uridine
5-azido-2'-deoxyuridine
Herpes simplex virus
-
50% photoincorporation inhibition of wild-type enzyme at 0.003 mM, 50% photoincorporation inhibition of C336Y mutant at 0.05 mM
5-azido-2'-deoxyuridine-5'-monophosphate
Herpes simplex virus
-
50% photoincorporation inhibition of wild-type enzyme at 0.05 mM, 50% photoincorporation inhibition of C336Y mutant at 0.135 mM
5-benzylamino-(3'-deoxy-beta-D-thymidin-3'N-yl)-tetrazole
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-
5-bromodeoxyuridine
5-bromovinyldeoxyuridine
Herpes simplex virus
-
50% photoincorporation inhibition of wild-type enzyme at 0.0015 mM, 50% photoincorporation inhibition of C336Y mutant above 0.025 mM
5-Chlorodeoxyuridine
-
competitive to thymidine
5-ethyl-1-[(2Z)-4-(trityloxy)but-2-en-1-yl]-uracil
5-fluorodeoxyuridine
5-iodo-1-[(2Z)-4-(trityloxy)but-2-en-1-yl]-uracil
5-iodo-2'-deoxyuridine
potent inhibitor
5-iododeoxyuridine
5-methyl-1-[(2E)-4-(trityloxy)but-2-en-1-yl]pyrimidine-2,4(1H,3H)-dione
5-methyl-1-[(2Z)-4-(4-methylpiperazin-1-yl)but-2-en-1-yl]pyrimidine-2,4(1H,3H)-dione
5-methyl-1-[(2Z)-4-(tritylamino)but-2-en-1-yl]pyrimidine-2,4(1H,3H)-dione
5-methyl-1-[(2Z)-4-(trityloxy)but-2-en-1-yl]-cytosine
5-methyl-1-[(2Z)-4-(trityloxy)but-2-en-1-yl]pyrimidine-2,4(1H,3H)-dione
5-methyl-1-[4-(trityloxy)but-2-yn-1-yl]pyrimidine-2,4(1H,3H)-dione
5-methyl-1-[4-(trityloxy)butyl]pyrimidine-2,4(1H,3H)-dione
5-propyl-2'-deoxyuridine
-
5-trifluoromethyl-2-deoxyuridine
potent inhibitor
5-Trifluoromethyldeoxyuridine
-
competitive to thymidine
5-[(4-chloro-3-trifluoromethylphenyl)amino]-1-(3'-deoxy-beta-D-thymidin-3'N-yl)-tetrazole
-
-
5-[(E)-2-bromoethenyl]-2'-O-decanoyluridine
-
competitive with respect to 2'-deoxythymidine, IC50: 0.0012 mm
5-[(E)-2-bromoethenyl]-2'-O-octanoyluridine
5-[amino-(4-chloro-3-trifluoromethylphenyl)]-1-(3'-deoxy-beta-(E)-5-(2-bromovinyl)-2'-deoxyuridin-3'N-yl)-tetrazole
-
-
6-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-N-tritylhexanamide
6-methyluridine
-
9-[(2Z)-4-(trityloxy)but-2-en-1-yl]-guanine
aciclovir
Herpes simplex virus
-
competitive inhibitor
acyclovir
acyclovir H-phosphonate
-
-
adenine
-
-
alpha-D-5-ethyl-2'-deoxyuridine
-
alpha-L-thymidine
-
ammoniumsulfate
Herpes simplex virus
-
50% inhibition at 200 mM
beta-D-5-ethyl-2'-deoxyuridine
potent inhibitor
beta-L-thymidine
potent inhibitor
bromo-dUTP
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-
Caffeine
CH3CO2-
-
-
dATP
-
strong feedback inhibition, tight binding at the active site in stoichiometric amount
deoxcytidine
deoxyuridine
dGDP
-
competitive to ATP
EDTA
-
complete incactivation at 2.5 mM
iododeoxycytidine
Herpes simplex virus
-
-
m-Fluorothymine
-
-
Mg2+
-
non-competitive
N-(2-cyanoethyl)-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)butanamide
N-(2-cyanoethyl)-6-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)hexanamide
N-(2-[[cyano(phenyl)methyl]amino]-2-oxoethyl)-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)butanamide
N-(3'-deoxy-beta-D-thymidin-3'-yl)-N'-(4-chloro-3-trifluoromethylphenyl)-benzylguanidine
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-
N-(3'-deoxy-beta-D-thymidin-3'-yl)-N'-(4-chloro-3-trifluoromethylphenyl)-guanidine
-
-
N-(3'-deoxy-beta-D-thymidin-3'-yl)-N'-(4-chloro-3-trifluoromethylphenyl)-isopropylguanidine
-
-
N-(cyanomethyl)-6-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)hexanamide
N-(diphenylmethyl)-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)butanamide
N-(diphenylmethyl)-6-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)hexanamide
N-methyl-4-[[[8-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)octyl]oxy](diphenyl)methyl]benzamide
-
-
N-methyl-4-[{[8-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)octyl]oxy}(diphenyl)methyl]benzamide
-
-
N-[(2Z)-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)but-2-en-1-yl]-2,2-diphenylacetamide
N-[(2Z)-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)but-2-en-1-yl]-3-(trifluoromethyl)benzamide
N-[(2Z)-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)but-2-en-1-yl]-9H-xanthene-9-carboxamide
N-[2-[(diphenylmethyl)amino]-2-oxoethyl]-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)butanamide
N-[cyano(phenyl)methyl]-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)butanamide
N-[cyano(phenyl)methyl]-6-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)hexanamide
N3-methyl-1-[(2Z)-4-(trityloxy)but-2-en-1-yl]-thymine
p-Fluorothymine
-
-
-
P1-(Adenosine-5')-P3-(thymidine-5')-triphosphate
-
-
P1-(adenosine-5')-P4-(thymidine-5')-tetraphosphate
-
-
P1-(Adenosine-5')-P5-(thymidine-5')-pentaphosphate
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-
P1-(Adenosine-5')-P6-(thymidine-5')-hexaphosphate
-
-
penciclovir
potassium phosphate
-
80% inhibition at 50 mM
sorivudine
-
-
stavudine
-
-
sulfate
-
competitive inhibitor of ATP binding
suramin
theophylline
-
-
thymidine
thymidylate
Herpes simplex virus
-
50% photoincorporation inhibition of wild-type and C336Y mutant enzyme at 0.0125 mM
W7
-
slight inhibitory in presence of calmodulin
zidovudine
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-
additional information