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Safety Information

D6897

Sigma-Aldrich

2′-Deoxycytidine 3′-monophosphate ammonium salt

≥97%

Synonym(s):

3′-dCMP

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About This Item

Empirical Formula (Hill Notation):
C9H14N3O7P · xNH3
CAS Number:
Molecular Weight:
307.20 (free acid basis)
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:

Assay

≥97%

form

powder

solubility

water: 50 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

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

InChI

1S/C9H14N3O7P.H3N/c10-7-1-2-12(9(14)11-7)8-3-5(6(4-13)18-8)19-20(15,16)17;/h1-2,5-6,8,13H,3-4H2,(H2,10,11,14)(H2,15,16,17);1H3

InChI key

VCTPYSBTEURORB-UHFFFAOYSA-N

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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 Code

13 - Non 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

Regulatory Information

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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.
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
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
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

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