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D7625

Sigma-Aldrich

2′-Deoxycytidine 5′-monophosphate sodium salt

Sigma Grade, ≥98%

Synonym(s):

Deoxycytidylic acid, dCMP

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About This Item

Linear Formula:
C9H12N3O7PNa2
CAS Number:
13085-50-2
Molecular Weight:
351.16
EC Number:
235-995-2
MDL number:
MFCD00069774
UNSPSC Code:
41106305
PubChem Substance ID:
24894142
NACRES:
NA.51

biological source

microbial (fermentation)

Quality Level

200

grade

Sigma Grade

Assay

≥98%

form

powder

storage temp.

−20°C

SMILES string

[Na].NC1=NC(=O)N(C=C1)C2CC(O)C(COP(O)(O)=O)O2

InChI

1S/C9H14N3O7P.Na.H/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);;

InChI key

BLEUYVBRJBDVEH-UHFFFAOYSA-N

Application

2′-Deoxycytidine 5′-monophosphate sodium salt has been used:
  • in nucleoside stability studies in human renal cell carcinoma (RCC) cell line SN12C
  • in the cell proliferation studies of human intestinal Caco-2 cell line and peripheral blood mononuclear cells (PBMCs)
  • as a ligand in dsDNA activation-induced cytidine deaminase crystallization
2′-Deoxycytidine 5-monophosphate (dCMP) is used as a substrate of uridine monophosphate (UMP)/cytidine monophosphate (CMP) kinase (EC 2.7.4.4) to form dCDP which upon phosphorylation to dCTP supports DNA and RNA biosynthesis.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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CDA directs metabolism of epigenetic nucleosides revealing a therapeutic window in cancer
Zauri M, et al.
Nature, 524(7563), 114-114 (2015)
Rafael Andrade Caceres et al.
Journal of molecular modeling, 14(5), 427-434 (2008-03-18)
Bacterial cytidylate kinase or cytidine monophosphate kinase (CMP kinase) catalyses the phosphoryl transfer from ATP to CMP and dCMP, resulting in the formation nucleoside diphosphates. In eukaryotes, CMP/UMP kinase catalyses the conversion of UMP and CMP to, respectively, UDP and
AID recognizes structured DNA for class switch recombination
Qiao Q, et al.
Molecular Cell, 67(3), 361-373 (2017)
Dietary nucleotides and intestinal cell lines: I. Modulation of growth
Holen E and Jonsson R
Nutrition Research (New York, N.Y.), 24(3), 197-207 (2004)
Chih-Hung Hsu et al.
Molecular pharmacology, 67(3), 806-814 (2004-11-20)
Human UMP/CMP kinase (cytidylate kinase; EC 2.7.4.14) is responsible for phosphorylation of CMP, UMP, and deoxycytidine monophosphate (dCMP) and also plays an important role in the activation of pyrimidine analogs, some of which are clinically useful anticancer or antiviral drugs.
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