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Cytidine triphosphate

From Wikipedia, the free encyclopedia
Chemical compound
Cytidine triphosphate
Skeletal formula of cytidine triphosphate as an anion (3- charge)
Space-filling model of the cytidine triphosphate molecule as an anion (4- charge)
Names
IUPAC name
Cytidine 5′-(tetrahydrogen triphosphate)
Systematic IUPAC name
O1-{[(2R,3S,4R,5R)-5-(4-Amino-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxyoxolan-2-yl]methyl} tetrahydrogen triphosphate
Other names
CTP; Cytidine-5'-triphosphate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard100.000.556Edit this at Wikidata
MeSHCytidine+triphosphate
UNII
  • InChI=1S/C9H13N3O5.3H3O4P/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8;3*1-5(2,3)4/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16);3*(H3,1,2,3,4)/t4-,6-,7-,8-;;;/m1.../s1 checkY
    Key: NPIWPFUCEAMYFN-LLWADOMFSA-N checkY
  • InChI=1/C9H16N3O14P3/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
    Key: PCDQPRRSZKQHHS-XVFCMESIBL
  • InChI=1/C9H13N3O5.3H3O4P/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8;3*1-5(2,3)4/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16);3*(H3,1,2,3,4)/t4-,6-,7-,8-;;;/m1.../s1
    Key: NPIWPFUCEAMYFN-LLWADOMFBY
  • c1cn(c(=O)nc1N)[C@H]2[C@@H]([C@@H]([C@H](O2)CO[P@](=O)(O)O[P@](=O)(O)OP(=O)(O)O)O)O
  • OP(O)(=O)O.OP(O)(=O)O.OP(O)(=O)O.N/C1=N/C(=O)N(/C=C1)[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O
Properties
C9H16N3O14P3
Molar mass483.156
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Chemical compound

Cytidine triphosphate (CTP) is apyrimidinenucleoside triphosphate. CTP, much likeATP, consists of a ribose sugar, and three phosphate groups. The major difference between the two molecules is the base used, which in CTP iscytosine.

CTP is asubstrate in the synthesis ofRNA.

CTP is ahigh-energy molecule similar to ATP, but its role as an energy coupler is limited to a much smaller subset of metabolic reactions.CTP is acoenzyme in metabolic reactions like the synthesis ofglycerophospholipids, where it is used for activation and transfer of diacylglycerol and lipid head groups,[1] andglycosylation of proteins.

CTP acts as an inhibitor of the enzymeaspartate carbamoyltransferase, which is used inpyrimidine biosynthesis.[2]

See also

[edit]

References

[edit]
  1. ^Buchanan BB, Gruissem W, Jones RL (2000).Biochemistry & molecular biology of plants (1st ed.). American society of plant physiology.ISBN 978-0-943088-39-6.
  2. ^Blackburn, G. Michael.Nucleic Acids in Chemistry and Biology. The Royal Society of Chemistry, 2006, p. 119-120.
Nucleic acid constituents
Nucleobase
Nucleoside
Ribonucleoside
Deoxyribonucleoside
Nucleotide
(Nucleoside monophosphate)
Ribonucleotide
Deoxyribonucleotide
Cyclic nucleotide
Nucleoside diphosphate
Nucleoside triphosphate
Receptor
(ligands)
P0 (adenine)
P1
(adenosine)
P2
(nucleotide)
P2X
(ATPTooltip Adenosine triphosphate)
P2Y
Transporter
(blockers)
CNTsTooltip Concentrative nucleoside transporters
ENTsTooltip Equilibrative nucleoside transporters
PMATTooltip Plasma membrane monoamine transporter
Enzyme
(inhibitors)
XOTooltip Xanthine oxidase
Others
Others
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