CAS 93939-77-6

Cytidine 5′-(tetrahydrogen triphosphate), 2′,3′-dideoxy-, trilithium salt

Description:

Cytidine 5′-(tetrahydrogen triphosphate), 2′,3′-dideoxy-, trilithium salt, commonly referred to as dideoxycytidine triphosphate (ddCTP), is a nucleotide analog that plays a significant role in molecular biology, particularly in DNA synthesis and sequencing. This compound is characterized by the presence of a cytidine base linked to a triphosphate group, with the modification of lacking hydroxyl groups at the 2′ and 3′ positions of the ribose sugar, which distinguishes it from standard nucleotides. The trilithium salt form indicates that the triphosphate is neutralized by three lithium ions, enhancing its solubility in aqueous solutions. ddCTP is often utilized in various biochemical applications, including PCR and DNA sequencing, due to its ability to terminate DNA strand elongation when incorporated into a growing DNA chain. Its structural modifications make it a valuable tool in research and therapeutic contexts, particularly in studies involving viral replication and the development of antiviral drugs.

Formula: C₉H₁₆N₃O₁₂P₃·3Li

InChI: InChI=1S/C9H16N3O12P3.3Li/c10-7-3-4-12(9(13)11-7)8-2-1-6(22-8)5-21-26(17,18)24-27(19,20)23-25(14,15)16;;;/h3-4,6,8H,1-2,5H2,(H,17,18)(H,19,20)(H2,10,11,13)(H2,14,15,16);;;/t6-,8+;;;/m0.../s1

InChI key: InChIKey=LFLKQWPIILINAG-WQPQHRBMSA-N

SMILES: O=C1N(C=CC(N)=N1)[C@@H]2O[C@H](COP(OP(OP(=O)(O)O)(=O)O)(=O)O)CC2.[Li]

Synonyms:

• Cytidine 5′-(tetrahydrogen triphosphate), 2′,3′-dideoxy-, trilithium salt

DdCTP trilithium

CAS: 93939-77-6

2',3'-Dideoxycytidine-5'-triphosphate trilithium salt (ddCTP) is a nucleoside analogue that has been shown to inhibit the enzyme activity of DNA polymerase. The ddCTP is a prodrug, which is activated by phosphorylation catalyzed by cellular kinases and then hydrolyzed to its active form, dideoxycytidine triphosphate (ddCTP). This drug also inhibits the synthesis of DNA and RNA. In vitro studies have shown that ddCTP causes cell lysis in murine sarcoma virus-infected cells, although it does not affect uninfected cells. 2',3'-Dideoxycytidine-5'-triphosphate trilithium salt has been shown to be an effective inhibitor of HIV reverse transcriptase and HIV protease in biochemical assays. It has also been found to be an effective inhibitor of mouse monoclon

Formula: C₉H₁₃N₃Li₃O₁₂P₃

Purity: Min. 95%

Color and Shape: Liquid

Molecular weight: 468.96 g/mol

Ref: 3D-ND10280