2'-Deoxy-5-formylcytidine

AdipoGen Life Sciences
Product Code: AG-CR1-3531
Product Group: Other Biochemicals

CodeSizePrice
AG-CR1-3531-M0011 mg£60.00
Quantity:
AG-CR1-3531-M0055 mg£160.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
5-Formyl-2?-deoxycytididine; 5-Formyl-dC; 5-fC; 5-FoC
Appearance:
White solid.
CAS:
137017-45-9
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Hygroscopic.Keep cool and dry.Protect from moisture.
InChi:
InChI=1S/C10H13N3O5/c11-9-5(3-14)2-13(10(17)12-9)8-1-6(16)7(4-15)18-8/h2-3,6-8,15-16H,1,4H2,(H2,11,12,17)/t6-,7+,8+/m0/s1
InChiKey:
QBADNGFALQJSIH-XLPZGREQSA-N
Long Description:
Chemical. CAS: 137017-45-9. Formula: C10H13N3O5. MW: 255.2. Synthetic. Epigenetic base. A minor nucleotide found in DNA and produced by UV or γ-mediated oxidation of the nucleoside 5-Methyl-2'-deoxycytidine. This nucleoside derivative was found in embryonic stem cell DNA. Mutagenic and can induce 5-fC >> T transition mutation as well as the 5-fC >> A and 5-fC >> G transversion mutations during DNA synthesis, particularly in methylated CpG regions. Used in epigenetic research and important for cancer research.
MDL:
MFCD19980520
Molecular Formula:
C10H13N3O5
Molecular Weight:
255.2
Package Type:
Vial
Product Description:
Epigenetic base. A minor nucleotide found in DNA and produced by UV or gamma-mediated oxidation of the nucleoside 5-Methyl-2'-deoxycytidine. This nucleoside derivative was found in embryonic stem cell DNA. Mutagenic and can induce 5-fC >> T transition mutation as well as the 5-fC >> A and 5-fC >> G transversion mutations during DNA synthesis, particularly in methylated CpG regions. Used in epigenetic research and important for cancer research.
Purity:
>98%
SMILES:
O[C@H]1C[C@H](N2C=C(C([H])=O)C(N)=NC2=O)O[C@@H]1CO
Solubility Chemicals:
Soluble in DMSO (10mg/ml) or water.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

Formation of 5-formyl-2'-deoxycytidine from 5-methyl-2'-deoxycytidine in duplex DNA by Fenton-type reactions and gamma-irradiation: N. Murata-Kamiya, et al.; Nucleic Acids Res. 27, 4385 (1999) | Synthesis and properties of oligonucleotides containing 5-formyl-2'-deoxycytidine: in vitro DNA polymerase reactions on DNA templates containing 5-formyl-2'-deoxycytidine: N. Karino, et al.; Nucleic Acids Res. 29, 2456 (2001) | The discovery of 5-formylcytosine in embryonic stem cell DNA: T. Pfaffeneder, et al.; Angew. Chem. Int. Edit. 50, 7008 (2011) | A.S. Synthesis of a DNA promoter segment containing all four epigenetic nucleosides: 5-Methyl-, 5-hydroxymethyl-, 5-formyl-, and 5-carboxy-2'-deoxycytidine: Schroeder, et al.; Angew. Chem. Int. Ed. 53, 315 (2014) | CDA directs metabolism of epigenetic nucleosides revealing a therapeutic window in cancer; M. Zauri, et al.; Nature 524, 114 (2015)

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