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2.1.1.148: thymidylate synthase (FAD)

This is an abbreviated version!
For detailed information about thymidylate synthase (FAD), go to the full flat file.

Word Map on EC 2.1.1.148

Reaction

5,10-methylenetetrahydrofolate
+
dUMP
+
NADPH
+
H+
=
dTMP
+
tetrahydrofolate
+
NADP+

Synonyms

A674R, complementing thymidylate synthase, FDTS, flavin dependent thymidylate synthase, flavin-dependent thymidylate synthase, flavin-dependent thymidylate synthase X, flavin-dependent TS, Thy1, thymidylate synthase 1, thymidylate synthase complementing protein, thymidylate synthase ThyX, thymidylate synthase X, ThyX, thyX-encoded thymidylate synthase, TSCP, TTHA1096

ECTree

     2 Transferases
         2.1 Transferring one-carbon groups
             2.1.1 Methyltransferases
                2.1.1.148 thymidylate synthase (FAD)

Inhibitors

Inhibitors on EC 2.1.1.148 - thymidylate synthase (FAD)

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(2R)-2-[(3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-6-yl)sulfanyl]propanoic acid
6% inhibition at 0.1 mM
(heptanoyl[[(4R)-2-phenyl-3-(phenylcarbonyl)-1,3-thiazolidin-4-yl]methyl] amino)acetic acid
-
10-methyl-5,8-dideazafolate
Paramecium bursaria Chlorella virus-1
-
0.2 mM, 90% inhibition
10-propargylfolate
Paramecium bursaria Chlorella virus-1
-
0.2 mM, 85% inhibition
2-(furan-2-yl)-3-hydroxynaphthalene-1,4-dione
inhibits the NADPH oxidation and 2'-deoxythymidine-5'-monophosphate-forming activities of ThyX in vitro
2-hydroxy-3-(4-methoxyphenyl)naphthalene-1,4-dione
inhibits the NADPH oxidation and 2'-deoxythymidine-5'-monophosphate-forming activities of ThyX in vitro
2-hydroxy-3-propylnaphthalene-1,4-dione
inhibits the NADPH oxidation and 2'-deoxythymidine-5'-monophosphate-forming activities of ThyX in vitro, significant decrease of 1.22 log (17fold) in the colonization loads with Helicobacter pylori of mice treated with the molecule
2-[4-fluoro-3-(trifluoromethyl)phenyl]-3-hydroxynaphthalene-1,4-dione
inhibits the NADPH oxidation and 2'-deoxythymidine-5'-monophosphate-forming activities of ThyX in vitro
4-(3-(3-oxo-2,3-dihydro-4H-pyrido[3,2-b][1,4]oxazin-4-yl)propanoyl)-N-phenylpiperazine-1-carboxamide
-
4-[3-(3-oxo-2,3-dihydro-4H-1,4-benzoxazin-4-yl)propanoyl]-N-phenylpiperazine-1-carboxamide
-
5,10-methylenetetrahydrofolate
Paramecium bursaria Chlorella virus-1
-
-
5-fluoro-2'-deoxyuridine 5'-monophosphate
-
FdUMP
5-fluorodeoxyuridine
Paramecium bursaria Chlorella virus-1
-
0.05 mM, 95% inhibition
5-undecyloxymethyl-2'-deoxyuridine 5'-monophosphate
8-aminopurinone deoxyribonucleoside 5'-phosphate
Paramecium bursaria Chlorella virus-1
-
0.05 mM, 50% inhibition
diethyldicarbonate
Paramecium bursaria Chlorella virus-1
-
decreases ThyX deprotonation activity at least 20fold, is partially reversible with hydroxylamine treatment
ethyl (4R)-2-phenyl-3-([(1-(3-2,2,2-trifluoroacetamido)propyl)-1H-1,2,3-triazol-4-yl]carbonyl)-1,3-thiazolidine-4-carboxylate
-
ethyl (4R)-2-phenyl-3-[[1-(2-thiophen-3-ylethyl)-1H-1,2,3-triazol-4-yl]carbonyl]-1,3-thiazolidine-4-carboxylate
-
ethyl (4R)-3-([1-[2-(4-fluorophenyl)ethyl]-1H-1,2,3-triazol-4-yl]carbonyl)-2-phenyl-1,3-thiazolidine-4-carboxylate
-
ethyl (4R)-3-[[1-(7-hydroxyheptyl)-1H-1,2,3-triazol-4-yl]carbonyl]-2-phenyl-1,3-thiazolidine-4-carboxylate
-
N-methyl-2-[4-[3-(3-oxo-2,3-dihydro-4H-1,4-benzoxazin-4-yl)propanoyl]piperazin-1-yl]-N-phenylacetamide
-
N-[1-[3-(3-oxo-2,3-dihydro-4H-1,4-benzoxazin-4-yl)propanoyl]piperidin-4-yl]-N'-phenylurea
-
NADPH
tetrahydrofolate
competitively inhibits the oxidase activity of the enzyme, which indicates that tetrahydrofolate and O2 compete for the same reduced and dUMP-activated enzymatic complex
additional information
-