An active metabolite of zalcitabine
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Pro-drug Form(s)
16019Zalcitabine
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2',3'-Dideoxycytidine-5'-O-triphosphate (sodium salt)

Item No. 38374

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2′,3′-dideoxy-cytidine 5′-(tetrahydrogen triphosphate), tetrasodium salt
Synonyms
  • ddCTP
  • Dideoxycytidine 5'-triphosphate
  • Zalcitabine 5’-triphosphate
Molecular Formula
C9H12N3O12P3 • 4Na
Formula Weight
539.1
Purity
≥95%
Formulation (Request formulation change)
A 10 mM solution in water
Solubility(Learn about Variance in Solubility)
Water: Soluble
SMILES
O=C1N=C(N)C=CN1[C@H]2CC[C@@H](COP([O-])(OP(OP([O-])([O-])=O)([O-])=O)=O)O2.[Na+].[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C9H16N3O12P3.4Na/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);;;;/q;4*+1/p-4/t6-,8+;;;;/m0..../s1
InChi Key
XXEMRIJGTWHLIS-DAKHTTANSA-J
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    2.3 mg

    $180

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    Product Description

    2',3'-Dideoxycytidine-5'-O-triphosphate is an active metabolite of the reverse transcriptase inhibitor zalcitabine (Item No. 16019).1 It is an inhibitor of DNA polymerases β and γ (Kis = 1.32 and 0.034 µM, respectively, for the human enzymes).2 2',3'-Dideoxycytidine-5'-O-triphosphate (1 mM) inhibits HIV-1 replication in isolated human erythrocytes.3 Intraperitoneal administration of 2',3'-dideoxycytidine-5'-O-triphosphate-loaded erythrocytes reduces spleen and lymph node weight, limits increases in IgG levels, and decreases mediastinal lymph node swelling in a mouse model of LP-BM5 leukemic retrovirus infection-induced immunodeficiency.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Anderson, P.L., Nakuda, T.K., and Lichtenstein, K.A. The cellular pharmacology of nucleoside- and nucleotide-analogue reverse-transcriptase inhibitors and its relationship to clinical toxicities. Clin. Infect. Dis. 38(5), 743-753 (2004).

    2. Cherrington, J.M., Allen, S.J., McKee, B.H., et al. Kinetic analysis of the interaction between the diphosphate of (S)-1-(3-hydroxy-2-phosphonylmethoxypropyl)cytosine, ddCTP, AZTTP, and FIAUTP with human DNA polymerases β and γ. Biochem. Pharmacol. 48(10), 1986-1988 (1994).

    3. Magnani, M., Rossi, L., Brandi, G., et al. Targeting antiretroviral nucleoside analogues in phosphorylated form to macrophages: In vitro and in vivo studies. Proc. Natl. Acad. Sci. USA 89(14), 6477-6481 (1992).