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Key Documents

D3389

Sigma-Aldrich

2′-Deoxycytidine 3′-monophosphate sodium salt

≥95%

Synonym(s):

3′-dCMP sodium salt

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About This Item

Empirical Formula (Hill Notation):
C9H14N3O7P · xNa+
CAS Number:
Molecular Weight:
307.20 (free acid basis)
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:

assay

≥95%

storage temp.

−20°C

SMILES string

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

Application

2′-Deoxycytidine 3′-monophosphate (3′-dCMP) and 3′-dCMPH are used as a model molecules to elucidate the mechanism(s) of the nascent stage of DNA strand breakage and to study nucleic acid base modifications by adduct formation.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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S F Liu et al.
Carcinogenesis, 9(8), 1401-1404 (1988-08-01)
In vitro reaction of DNA with styrene-7,8-oxide (styrene oxide) produced five adducts, as determined by 32P-postlabeling. When styrene oxide was reacted in vitro with deoxyribonucleotides, five adducts were observed from 2'-deoxyguanosine-3'-monophosphate, two from 2'-deoxyadenosine-3'-monophosphate, none from 2'-deoxythymidine-3-monophosphate or 2'-deoxycytidine-3'-monophosphate. Chromatographic
F el Ghissassi et al.
Chemical research in toxicology, 8(2), 278-283 (1995-03-01)
Lipid peroxidation (LPO) products are known to interact with DNA, yielding several types of adduct with nucleobases. In this study, we demonstrate the formation of two ethenobase adducts, 1,N6-ethenoadenine and 3,N4-ethenocytosine, by reaction of LPO products with nucleic acid bases.
Jiande Gu et al.
Journal of the American Chemical Society, 128(4), 1250-1252 (2006-01-26)
To elucidate the mechanism of the nascent stage of DNA strand breakage by low-energy electrons, theoretical investigations of electron attachment to nucleotides have been performed by the reliably calibrated B3LYP/DZP++ approach (Chem. Rev. 2002, 102, 231). The 2'-deoxycytidine-3'-monophosphate (3'-dCMPH) and
Jiande Gu et al.
Journal of the American Chemical Society, 128(29), 9322-9323 (2006-07-20)
A detailed understanding of DNA strand breaks induced by low energy electrons (LEE) is of crucial importance for the advancement of many areas of molecular biology and medicine. To elucidate the mechanism of DNA strand breaks by LEEs, theoretical investigations

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