A deoxyribonucleotide
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2'-Deoxycytidine-5'-monophosphate

Item No. 29340

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2′-deoxy-5′-cytidylic acid
CAS Number
1032-65-1
Synonyms
  • dCMP
  • Deoxycytidylate
Molecular Formula
C9H14N3O7P
Formula Weight
307.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 0.3mg/mL
λmax
277 nm
SMILES
OP(OC[C@@H]1[C@@H](O)C[C@]([H])(N2C=CC(N)=NC2=O)O1)(O)=O
InChi Code
InChI=1S/C9H14N3O7P/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(19-8)4-18-20(15,16)17/h1-2,5-6,8,13H,3-4H2,(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1
InChi Key
NCMVOABPESMRCP-SHYZEUOFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 mg

    $36

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    500 mg

    $63

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    1 g

    $103

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    5 g

    $402

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    Product Description

    2’-Deoxycytidine-5’-monophosphate (dCMP) is a deoxyribonucleotide.1 It is formed via phosphorylation of deoxycytidine by deoxycytidine kinase in the cytosol or thymidine kinase 2 (TK2) in mitochondria.2,3 It is further phosphorylated by UMP-CMP kinase to form dCDP (Item No. 22982) during nucleic acid synthesis.4 dCMP (700 mg/kg) decreases hydroxyurea-induced neuroepithelial cell necrosis in embryonic mouse spinal cord when administered to pregnant dams.5 Oral administration of dCMP in combination with dTMP increases lifespan in a Tk2 H126N knock-in mouse model of TK2 deficiency.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Berg, J.M., Tymoczko, J.L., and Stryer, L. Nucleotide biosynthesis. Biochemistry (2002).

    2. Momparler, R.L., and Fischer, G.A. Mammalian deoxynucleoside kinases. I. Deoxycytidine kinase: Purification, properties, and kinetic studies with cytosine arabinoside. The Journal of Biological Chemisty 243(16), 4298-4304 (1968).

    3. Lopez-Gomez, C., Levy, R.J., Sanchez-Quintero, M.J., et al. Deoxycytidine and deoxythymidine treatment for thymidine kinase 2 deficiency. Ann. Neurol. 81(5), 641-652 (2017).

    4. Hsu, C.-H., Liou, J.-Y., Dutschman, G.E., et al. Phosphorylation of cytidine, deoxycytidine, and their analog monophosphates by human UMP/CMP kinase is differentially regulated by ATP and magnesium. Mol. Pharmacol. 67(3), 806-814 (2005).

    5. Herken, R. The influence of deoxycytidine monophosphate (dCMP) on the cytotoxicity of hydroxyurea in the embryonic spinal cord of the mouse. Teratology 30(1), 83-90 (1984).