Inhibitors | Comment | Organism | Structure |
---|---|---|---|
5'-O-(2'',4''-dichlorobenzoyl)-thymidine-3'-O-2'',4''-dichlorobenzoate | - |
Escherichia coli | |
5'-O-(2''-methoxybenzoyl)-thymidine | - |
Escherichia coli | |
5'-O-(3''-bromobenzoyl)-thymidine | competitive inhibition | Escherichia coli | |
5'-O-(4''-bromobenzoyl)-thymidine-3'-O-4''-bromobenzoate | noncompetitive inhibition | Escherichia coli | |
5'-O-(4''-methoxybenzoyl)-thymidine | competitive inhibition | Escherichia coli | |
5'-O-(4''-methylbenzoyl)-thymidine | competitive inhibition | Escherichia coli | |
7-deazaxanthine | noncompetitive inhibition | Escherichia coli | |
additional information | thymidine esters as substrate analogue inhibitors of angiogenic enzyme thymidine phosphorylase (TP) in vitro, molecular docking studies, erview. Thymidine is functionalized to develop TP inhibitors, derivatization of thymidine at C-5'/3' hydroxyl groups by reacting with different substituted benzoyl chlorides to produce corresponding esters for biological evaluation against TP activity. The pyrimidine moiety makes hydrogen bonds with Thr123, Gln156 and the bound water molecule while one of the bromobenzyl substitutions shows Pi-cation interaction with Arg171. No inhibition by 5'-O-(benzoyl)-thymidine-3'-O-benzoate, 5'-O-(4''-methyl-3''-nitrobenzoyl)-thymidine-3'-O-4''-methyl-3''-nitrobenzoate, 5'-O-(4''-methylbenzoyl)-thymidine-3'-O-4''-methylbenzoate, 5'-O-(3''-methylbenzoyl)-thymidine-3'-O-3''-methylbenzoate, 5'-O-(2''-methylbenzoyl)-thymidine-3'-O-2''-methylbenzoate, 5'-O-(3''-methoxybenzoyl)-thymidine-3'-O-3''-methoxybenzoate, 5'-O-(4''-fluorobenzoyl)-thymidine-3'-O-3''-fluorobenzoate, 5'-O-(4''-nitrobenzoyl)-thymidine-3'-O-4''-nitrobenzoate | Escherichia coli |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
thymine + 2-deoxy-alpha-D-ribose 1-phosphate | Escherichia coli | - |
thymidine + phosphate | - |
r |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Escherichia coli | P0C037 | - |
- |
Source Tissue | Comment | Organism | Textmining |
---|---|---|---|
commercial preparation | - |
Escherichia coli | - |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
additional information | the pyrimidine moiety of thymidine is involved in making hydrogen bonds with the side chains of residues Arg171, Ser186, Lys190, while the deoxyribose moiety form hydrogen bond with a co-crystallized water molecule. The phosphate ion shows hydrogen bonding with Lys84, Ser95, Ser113, and a water molecule | Escherichia coli | ? | - |
- |
|
thymine + 2-deoxy-alpha-D-ribose 1-phosphate | - |
Escherichia coli | thymidine + phosphate | - |
r |
Synonyms | Comment | Organism |
---|---|---|
dthdpase | - |
Escherichia coli |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
30 | - |
assay at | Escherichia coli |
Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
---|---|---|---|---|---|
additional information | - |
additional information | inhibition kinetics, Lineweaver-Burk plots | Escherichia coli | |
0.0078 | - |
5'-O-(4''-bromobenzoyl)-thymidine-3'-O-4''-bromobenzoate | pH not specified in the publication, 30°C | Escherichia coli | |
0.0114 | - |
5'-O-(3''-bromobenzoyl)-thymidine | pH not specified in the publication, 30°C | Escherichia coli | |
0.0125 | - |
5'-O-(4''-methylbenzoyl)-thymidine | pH not specified in the publication, 30°C | Escherichia coli | |
0.0128 | - |
5'-O-(4''-methoxybenzoyl)-thymidine | pH not specified in the publication, 30°C | Escherichia coli |
IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
---|---|---|---|---|---|
0.0075 | - |
pH not specified in the publication, 30°C | Escherichia coli | 5'-O-(4''-bromobenzoyl)-thymidine-3'-O-4''-bromobenzoate | |
0.0185 | - |
pH not specified in the publication, 30°C | Escherichia coli | 5'-O-(4''-methylbenzoyl)-thymidine | |
0.0188 | - |
pH not specified in the publication, 30°C | Escherichia coli | 5'-O-(4''-methoxybenzoyl)-thymidine | |
0.0333 | - |
pH not specified in the publication, 30°C | Escherichia coli | 5'-O-(3''-bromobenzoyl)-thymidine | |
0.041 | - |
pH not specified in the publication, 30°C | Escherichia coli | 7-deazaxanthine | |
0.09 | - |
pH not specified in the publication, 30°C | Escherichia coli | 5'-O-(2''-methoxybenzoyl)-thymidine | |
0.146 | - |
pH not specified in the publication, 30°C | Escherichia coli | 5'-O-(2'',4''-dichlorobenzoyl)-thymidine-3'-O-2'',4''-dichlorobenzoate |