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SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
DescriptionDeoxythymidine triphosphate (dTTP) is one of the five nucleoside triphosphates that are used in the in vivo synthesis of DNA. DNA usually exists as a double-stranded structure, with both strands coiled together to form the characteristic double-helix. Each single strand of DNA is a chain of four types of nucleotides having the bases: adenine, cytosine, guanine, and thymine. A nucleotide is a mono-, di-, or triphosphate deoxyribonucleoside; that is, a deoxyribose sugar is attached to one, two, or three phosphates. Chemical interaction of these nucleotides forms phosphodiester linkages, creating the phosphate-deoxyribose backbone of the DNA double helix with the bases pointing inward. Nucleotides (bases) are matched between strands through hydrogen bonds to form base pairs. Adenine pairs with thymine, and cytosine pairs with guanine. [Wikipedia]
  • 2'-Deoxythymidine 5'-triphosphate
  • 2'-Deoxythymidine triphosphate
  • 5-Methyl-dUTP
  • 5'-TTP
  • Deoxy-TTP
  • Deoxythymidine 5'-triphosphate
  • Deoxythymidine triphosphate
  • dThd5'PPP
  • dTTP
  • pppdT
  • Thymidine 5'-triphosphate
  • Thymidine 5'-triphosphic acid
  • Thymidine mono(tetrahydrogen triphosphate)
  • thymidine triphosphate
  • TTP
  • ttp, thymidine 5-triphosphate
  • 2'-Deoxythymidine triphosphoric acid
  • Deoxythymidine 5'-triphosphoric acid
  • Deoxythymidine triphosphoric acid
  • THYMIDINE-5'-triphosphoric acid
  • Thymidine 5'-triphosphoric acid
  • Thymidine 5'-triphosphate, magnesium salt
  • Thymidine 5'-triphosphate, trisodium salt
  • 2'-Deoxythymidine-5'-triphosphate
  • Thymidine 5'-triphosphate, p''-(32)p-labeled
  • 2’-Deoxythymidine 5’-triphosphate
  • 2’-Deoxythymidine triphosphate
  • 5’-TTP
  • Deoxythymidine 5’-triphosphate
  • Thymidine 5’-triphosphate
CAS number365-08-2
WeightAverage: 482.1683
Monoisotopic: 481.989262798
IUPAC Name{[hydroxy({[hydroxy({[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphoryl]oxy})phosphoryl]oxy}phosphonic acid
Traditional IUPAC NamedTTP
Chemical FormulaC10H17N2O14P3
Chemical Taxonomy
Description belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside triphosphates. These are pyrimidine nucleotides with a triphosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPyrimidine nucleotides
Sub ClassPyrimidine deoxyribonucleotides
Direct ParentPyrimidine 2'-deoxyribonucleoside triphosphates
Alternative Parents
  • Pyrimidine 2'-deoxyribonucleoside triphosphate
  • Pyrimidone
  • Monoalkyl phosphate
  • Hydropyrimidine
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Pyrimidine
  • Alkyl phosphate
  • Heteroaromatic compound
  • Vinylogous amide
  • Tetrahydrofuran
  • Lactam
  • Secondary alcohol
  • Urea
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Alcohol
  • Organic nitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Physical Properties
Melting pointNot Available
Experimental Properties
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
Water Solubility9.52 g/LALOGPS
pKa (Strongest Acidic)0.9ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area238.69 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity88.03 m³·mol⁻¹ChemAxon
Polarizability36.6 ųChemAxon
Number of Rings2ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • extracellular
  • cytoplasm
Organoleptic PropertiesNot Available
SMPDB Pathways
Pyrimidine metabolismPW002469 ThumbThumb?image type=greyscaleThumb?image type=simple
purine nucleotides de novo biosynthesisPW002478 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways
Pyrimidine metabolismec00240 Map00240
SMPDB Reactions
Adenosine triphosphate + dTDPADP + dTTP
KEGG Reactions
dTDP + Adenosine triphosphatedTTP + ADP
Intracellular Concentrations
Intracellular ConcentrationSubstrateGrowth ConditionsStrainCitation
70 ± 0 µM YEPD mediumaerobicBaker's yeastPMID: 14573610
Conversion Details Here
Extracellular ConcentrationsNot Available
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9742300000-c721ba5109dede8a518bJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00dl-9305110000-bbc51754a929afc4eb54JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-001i-0000900000-d176c8e8a9bdb2d457e5JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-001i-0000900000-d176c8e8a9bdb2d457e5JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-00di-0900000000-970154df2a1ed9a84a2fJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 15V, negativesplash10-001i-0000900000-50c7a1492866ca00359dJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 18V, negativesplash10-001i-0200900000-dda4f6996cabd8db242fJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 20V, negativesplash10-053r-0602900000-0390bef6ad193f2b5004JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 23V, negativesplash10-0a59-0902600000-2f2a5a489951a9c68992JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 26V, negativesplash10-0a4i-0912200000-1d8c5b170f87fa6f2c9bJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 34V, negativesplash10-0a4i-1921100000-93f84465717aa16d3f7cJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 41V, negativesplash10-0a4i-2920000000-6d1131e45ff20126cf41JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 50V, negativesplash10-0a6r-5910000000-2a9eb44864392efb37c3JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 59V, negativesplash10-056r-9700000000-71a33ac9eaf4e714b558JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 73V, negativesplash10-004i-9200000000-0667d2c3d019b5ca17bcJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 33V, negativesplash10-001i-0209200000-ed0d460f9e1d08011f06JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 33V, negativesplash10-004i-9000000000-5ef060d5ec4b80c35c1aJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 33V, negativesplash10-0a4i-0190000000-e8bf71168cfd7e675dcaJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 33V, negativesplash10-001r-0019000000-d84a6f61ca04e6970204JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 16V, negativesplash10-001i-0009000000-6f966eb3b101b9fadfbeJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 18V, negativesplash10-001i-0019000000-f7153b7fadabb2f7f79fJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-9c496d7377af5eb651b2JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-2901000000-99a48a5d17f022d6494cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-4900000000-889ecd9966747af96efeJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-053i-1410900000-cc4f8db45f53046b5380JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-057r-9870100000-6cf02bd6b66f7b822525JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9100000000-cde9ec4f970230e9f180JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableJSpectraViewer
  • Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). "A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology." Nat Biotechnol 26:1155-1160.18846089
  • Kumar, D., Abdulovic, A. L., Viberg, J., Nilsson, A. K., Kunkel, T. A., Chabes, A. (2011). "Mechanisms of mutagenesis in vivo due to imbalanced dNTP pools." Nucleic Acids Res 39:1360-1371.20961955
  • Kim, N., Jinks-Robertson, S. (2009). "dUTP incorporation into genomic DNA is linked to transcription in yeast." Nature 459:1150-1153.19448611
  • Dornfeld, K., Johnson, M. (2005). "AP endonuclease deficiency results in extreme sensitivity to thymidine deprivation." Nucleic Acids Res 33:6644-6653.16314323
  • Koc, A., Wheeler, L. J., Mathews, C. K., Merrill, G. F. (2004). "Hydroxyurea arrests DNA replication by a mechanism that preserves basal dNTP pools." J Biol Chem 279:223-230.14573610
Synthesis Reference:Ikehara, Morio; Ohtsuka, Eiko. Coenzyme analogs. XXI. A new synthesis of thymidine 5'-triphosphate and the use of P1,P2-bis(2-cyanoethyl) pyrophosphate in the nucleoside triphosphate synthesis. Chemical & Pharmaceutical Bulletin (1963), 11(11), 1358-63.
External Links:
Pubchem Compound ID64968
Kegg IDC00459
ChemSpider ID24604737


General function:
Involved in nucleoside diphosphate kinase activity
Specific function:
Major role in the synthesis of nucleoside triphosphates other than ATP. The ATP gamma phosphate is transferred to the NDP beta phosphate via a ping-pong mechanism, using a phosphorylated active-site intermediate. Required for repair of UV radiation- and etoposide-induced DNA damage
Gene Name:
Uniprot ID:
Molecular weight:
ATP + nucleoside diphosphate → ADP + nucleoside triphosphate.