Cytidine triphosphate

Cytidine triphosphate

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
CAS Number	65-47-4  Y
3D model (JSmol)	Interactive image Interactive image
ChemSpider	19952488  Y
ECHA InfoCard	100.000.556
IUPHAR/BPS	1741
MeSH	Cytidine+triphosphate
PubChem CID	6176
UNII	K0118UX80T  Y
CompTox Dashboard (EPA)	DTXSID70889324
InChI 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 Y Key: NPIWPFUCEAMYFN-LLWADOMFSA-N Y 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
SMILES 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
Chemical formula	C9H16N3O14P3
Molar mass	483.156
Melting point	215 to 218 °C (419 to 424 °F; 488 to 491 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y  verify  (what is  YN ?) Infobox references

Cytidine triphosphate (CTP) is a pyrimidine nucleoside triphosphate. CTP, much like ATP, consists of a ribose sugar, and three phosphate groups. The major difference between the two molecules is the base used, which in CTP is cytosine.

CTP is a substrate in the synthesis of RNA.

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

CTP acts as an inhibitor of the enzyme aspartate carbamoyltransferase, which is used in pyrimidine biosynthesis. ^[2]

See also

• CTP synthase
• Cytidine
• Cytosine
• Pyrimidine biosynthesis

References

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.