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Escherichia coli K-12 substr. MG1655 Compound: dTMP

Synonyms: T, thymidylic acid, thymidine monophosphate, deoxythymidylate, TMP, thymidine 5'-monophosphate, thymidine-phosphate, thymidine 5'-phosphate, Deoxythymidine 5'-phosphate, 5'-Thymidylic acid, Deoxythymidylic acid, Thymidylate

Superclasses: a nucleic acid componenta nucleotidea 2'-deoxyribonucleotidea 2'-deoxyribonucleoside 5'-monophosphatea pyrimidine 2'-deoxyribonucleoside 5'-monophosphate
a nucleic acid componenta nucleotidea 2'-deoxyribonucleotidea pyrimidine 2'-deoxyribonucleotidea pyrimidine 2'-deoxyribonucleoside 5'-monophosphate
a nucleic acid componenta nucleotidea nucleoside 5'-monophosphatea 2'-deoxyribonucleoside 5'-monophosphatea pyrimidine 2'-deoxyribonucleoside 5'-monophosphate
a nucleic acid componenta nucleotidea pyrimidine nucleotidea pyrimidine 2'-deoxyribonucleotidea pyrimidine 2'-deoxyribonucleoside 5'-monophosphate
an organic heterocyclic compoundan organonitrogen heterocyclic compounda diazinea pyrimidinea pyrimidine nucleotidea pyrimidine 2'-deoxyribonucleotidea pyrimidine 2'-deoxyribonucleoside 5'-monophosphate
an organic heterocyclic compoundan organonitrogen heterocyclic compounda diazinea pyrimidine


Chemical Formula: C10H13N2O8P

Molecular Weight: 320.2 Daltons

Monoisotopic Molecular Weight: 322.0566019787 Daltons

dTMP compound structure

SMILES: CC1(=CN(C(=O)NC(=O)1)C2(CC(O)C(COP(=O)([O-])[O-])O2))

InChI: InChI=1S/C10H15N2O8P/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(20-8)4-19-21(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,11,14,15)(H2,16,17,18)/p-2/t6-,7+,8+/m0/s1

InChIKey: InChIKey=GYOZYWVXFNDGLU-XLPZGREQSA-L

Unification Links: CAS:365-07-1, ChEBI:63528, ChemSpider:10239189, HMDB:HMDB01227, IAF1260:34753, KEGG:C00364, MetaboLights:MTBLC63528, PubChem:16755631

Standard Gibbs Free Energy of Formation (ΔfG in kcal/mol): -368.57

Reactions known to consume the compound:

pyrimidine deoxyribonucleotide phosphorylation , pyrimidine deoxyribonucleotides de novo biosynthesis I , pyrimidine deoxyribonucleotides de novo biosynthesis II , superpathway of pyrimidine deoxyribonucleotides de novo biosynthesis (E. coli) :
dTMP + ATP → dTDP + ADP

Not in pathways:
dTMP + H2O → thymidine + phosphate

Not in pathways:
a 2'-deoxyribonucleoside 5'-monophosphate + H2O → a 2'-deoxynucleoside + phosphate

Not in pathways:
a nucleoside 5'-monophosphate[periplasm] + H2O[periplasm] → a nucleoside[periplasm] + phosphate[periplasm]

Reactions known to produce the compound:

N10-formyl-tetrahydrofolate biosynthesis , pyrimidine deoxyribonucleotides de novo biosynthesis I , pyrimidine deoxyribonucleotides de novo biosynthesis II , superpathway of pyrimidine deoxyribonucleotides de novo biosynthesis (E. coli) :
a 5,10-methylene-tetrahydrofolate + dUMP → dTMP + a 7,8-dihydrofolate

salvage pathways of pyrimidine deoxyribonucleotides :
thymidine + ATP → dTMP + ADP + H+

Not in pathways:
dTTP + H2O → dTMP + diphosphate + H+

Not in pathways:
DNAn + H2O → (deoxynucleotides)(n-1) + a 2'-deoxyribonucleoside 5'-monophosphate

tRNA processing :
a tRNA precursor with a 5' extension and a long 3' trailer + n H2O → a tRNA precursor with a 5' extension and a short 3' extension + n a nucleoside 5'-monophosphate
a tRNA precursor with a short 3' extension → an uncharged tRNA + n a nucleoside 5'-monophosphate

Not in pathways:
a nucleoside 3',5'-bisphosphate + H2O → a nucleoside 5'-monophosphate + phosphate
a tRNA precursor + H2O → a tRNA + a nucleoside 5'-monophosphate
RNase R degradation substrate RNA + n-1 H2O → n-2 a nucleoside 5'-monophosphate + a diribonucleotide
an oligonucleotide + H2O → n a nucleoside 5'-monophosphate
RNA + n H2O → n a nucleoside 5'-monophosphate
DNAn + n H2O → n a nucleoside 5'-monophosphate
a nucleoside diphosphate + H2O → a nucleoside 5'-monophosphate + phosphate + H+
a RNA-DNA hybrid + n H2O → DNA + n a nucleoside 5'-monophosphate
a nucleoside triphosphate + H2O → a nucleoside 5'-monophosphate + diphosphate + H+
RNase II degradation substrate mRNA + n H2O → n a nucleoside 5'-monophosphate
mutated tRNA + n H2O → n a nucleoside 5'-monophosphate
(deoxynucleotides)(n) + H2O → (deoxynucleotides)(n-1) + a nucleoside 5'-monophosphate

Enzymes activated by dTMP, sorted by the type of activation, are:

Activator (Mechanism unknown) of: guanosine kinase [Kawasaki00]

This compound has been characterized as an alternative substrate of the following enzymes: pyrimidine nucleotidase, deoxyribonucleoside 5'-monophosphate phosphatase, deoxyribonucleoside 5'-monophosphate phosphatase

In Growth Media: PMA phosphorus source test + dTMP


References

Kawasaki00: Kawasaki H, Shimaoka M, Usuda Y, Utagawa T (2000). "End-product regulation and kinetic mechanism of guanosine-inosine kinase from Escherichia coli." Biosci Biotechnol Biochem 2000;64(5);972-9. PMID: 10879466


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Please cite the following article in publications resulting from the use of EcoCyc: Nucleic Acids Research 41:D605-12 2013
Page generated by Pathway Tools version 19.5 (software by SRI International) on Fri Apr 29, 2016, biocyc13.