Cytidine 5-triphosphate
Cytidine 5-triphosphate (CTP) is a pyrimidine nucleoside triphosphate involved in many biochemical reactions, including RNA synthesis, the formation of phosphatidylcholine (PC), and sialylation. In PC synthesis, CTP reacts with phosphocholine, via CTP:phosphocholine cytidylyltransferases, to produce cytidine diphosphate-choline (CDP-choline) and diphosphate. This is the rate-limiting step in PC synthesis, and has been implicated in the provision of membranes and bioactive lipids necessary for cell proliferation, contributing to malignant transformation of intestinal epithelial cells. CTP also interacts with N-acylneuraminate in a reaction catalyzed by N-acylneuraminate cytidylyltransferase, generating an intermediate required for sialylation, namely cytidine 5-monophosphate-N-acylneuraminic acid.
References:
1. Li Z, Vance DE. Phosphatidylcholine and choline homeostasis. Journal of Lipid Research, 2008, 49(6): 1187-1194.
2. Lagace TA, Ridgway ND. The role of phospholipids in the biological activity and structure of the endoplasmic reticulum. Biochimica et Biophysica Acta, 2013, 1833(11): 2499-2510.
3. Arsenault DJ, Yoo BH, Rosen KV, et al. ras-Induced up-regulation of CTP:phosphocholine cytidylyltransferase α contributes to malignant transformation of intestinal epithelial cells. Journal of Biological Chemistry, 2013, 288(1): 633-643.
4. Vionnet J, Concepcion N, Warner T, et al. Purification of CMP-N-acetylneuraminic acid synthetase from bovine anterior pituitary glands. Glycobiology, 1999, 9(5): 481-487.
| Physical Appearance | A solid |
| Storage | Store at -20°C |
| M.Wt | 483.16 |
| Cas No. | 65-47-4 |
| Formula | C9H16N3O14P3 |
| Solubility | ≥48.3 mg/mL in H2O; insoluble in EtOH; insoluble in DMSO |
| Chemical Name | ((2R,3S,4R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-iminopyrimidin-1(4H)-yl)tetrahydrofuran-2-yl)methyl tetrahydrogen triphosphate |
| SDF | Download SDF |
| Canonical SMILES | N=C1C=CN(C(O)=N1)[C@@]2([H])[C@@](O)([H])[C@@](O)([H])[C@@](O2)([H])COP(O)(OP(O)(OP(O)(O)=O)=O)=O |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
Quality Control & MSDS
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Chemical structure
