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Thymidine triphosphate information


Thymidine triphosphate
Skeletal formula of thymidine triphosphate, 3- negative charge
Space-filling model of the thymidine triphosphate molecule, 4- negative charge
Names
IUPAC name
Thymidine 5′-(tetrahydrogen triphosphate)
Systematic IUPAC name
O1-{[(2R,3S,5R)-5-(2,4-Dioxo-5-methyl-3,4-dihydropyrimidin-1(2H)-yl)-3-hydroxyoxolan-2-yl]methyl} tetrahydrogen triphosphate
Other names
dTTP, 2′-Deoxythymidine triphosphate
Identifiers
CAS Number
  • 365-08-2 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:18077
ChEMBL
  • ChEMBL363559 ☒N
ChemSpider
  • 58493 ☒N=
ECHA InfoCard 100.006.064 Edit this at Wikidata
IUPHAR/BPS
  • 5505
MeSH thymidine+5'-triphosphate
PubChem CID
  • 64968
UNII
  • QOP4K539MU checkY
CompTox Dashboard (EPA)
  • DTXSID30189998 Edit this at Wikidata
SMILES
  • CC1=CN(C(=O)NC1=O)C2CC(C(O2)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O
Properties
Chemical formula
C10H17N2O14P3
Molar mass 482.168
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N (what is checkY☒N ?)
Infobox references

Thymidine triphosphate (TTP), also called deoxythymidine triphosphate (dTTP),[1] is one of the four nucleoside triphosphates that are used in the in vivo synthesis of DNA. Unlike the other deoxyribonucleoside triphosphates, thymidine triphosphate does not always contain the "deoxy" prefix in its name.[2] The corresponding ribonucleoside triphosphate is called uridine triphosphate.

It can be used by DNA ligase to create overlapping "sticky ends" so that protruding ends of opened microbial plasmids may be closed up.

  1. ^ "Thymidine 5'-triphosphate (PAMDB000346)". University of Maryland, Baltimore. 2018-01-22. Archived from the original on 2023-10-29. Retrieved 2023-10-29.
  2. ^ Coghill, Anne M.; Garson, Lorrin R., eds. (2006). The ACS style guide: effective communication of scientific information (3rd ed.). Washington, D.C.: American Chemical Society. p. 244. ISBN 978-0-8412-3999-9.

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both UTP and ATP are energetically equal. The homologue in DNA is thymidine triphosphate (TTP or dTTP). UTP also has a deoxyribose form (dUTP). UTP also...

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and mammalian cells undergo cell death when they are starved of thymidine triphosphate (dTTP), an essential precursor for DNA replication. This phenomenon...

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kinase catalyzes production of thymidine triphosphate, dTTP, which is used in DNA synthesis. Because of this, thymidine kinase activity is closely correlated...

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monophosphate form by viral thymidine kinase, which is more effective (3000 times) in phosphorylation of aciclovir than cellular thymidine kinase. Subsequently...

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form uridine-triphosphate or UTP. UTP can be converted to CTP (cytidine-triphosphate) in a reaction catalyzed by CTP synthetase. Thymidine synthesis first...

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cellular thymidine kinases phosphorylate the parent form significantly less rapidly than does the viral thymidine kinase, so the active triphosphate is present...

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polymerase activity in low temperatures, use of modified deoxyribonucleotide triphosphates (dNTPs), and the physical addition of one of the essential reagents...

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nucleoside thymidine. The active compound is brivudine 5'-triphosphate, which is formed in subsequent phosphorylations by viral (but not human) thymidine kinase...

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nucleosides which make up nucleic acids, the others being adenosine, thymidine, cytidine and guanosine. The five nucleosides are commonly abbreviated...

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nucleotidases break down nucleotides (such as the thymidine monophosphate) into nucleosides (such as thymidine) and phosphate. The nucleosides, in turn, are...

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converted by viral thymidine kinase to aciclovir monophosphate, which is then converted by host cell kinases to aciclovir triphosphate (ACV-TP, also known...

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unwinds the DNA and, re-ligates it again at the 3' phosphate group of the thymidine base. The vectors in commercially available TOPO kits have been added...

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Bacchetti S, Graham FL (April 1977). "Transfer of the gene for thymidine kinase to thymidine kinase-deficient human cells by purified herpes simplex viral...

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