M4254
5-Methylcytidine
≥99%, powder
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About This Item
Empirical Formula (Hill Notation):
C10H15N3O5
CAS Number:
Molecular Weight:
257.24
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
218-390-8
MDL number:
Assay:
≥99%
Form:
powder
Solubility:
water: 25 mg/mL, clear, colorless
Product Name
5-Methylcytidine, ≥99%
Quality Level
assay
≥99%
form
powder
mp
212-215 °C (dec.) (lit.)
solubility
water: 25 mg/mL, clear, colorless
SMILES string
CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N=C1N
InChI
1S/C10H15N3O5/c1-4-2-13(10(17)12-8(4)11)9-7(16)6(15)5(3-14)18-9/h2,5-7,9,14-16H,3H2,1H3,(H2,11,12,17)/t5-,6-,7-,9-/m1/s1
InChI key
ZAYHVCMSTBRABG-JXOAFFINSA-N
General description
5-Methylcytidine is a component of RNA in Escherichia coli. It is present in the RNA of plant, animal and bacterial origin. It is one of the C derivative present in transfer RNA (tRNA).
Application
5-Methylcytidine has been used as a standard for deriving the calibration curve in reversed phase high performance liquid chromatography (RP-HPLC).
5-Methylcytidine is used in studies of DNA methylation processes (epigenetics).
Biochem/physiol Actions
5-Methylcytidine is an alkylated pyrimidine plays an important role enhancing the stacking in A- and B- helices of nucleic acid, results in increase of the melting temperature and improves thermal stability leading to structural stabilization.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Leonidas Chouliaras et al.
Neurobiology of aging, 33(8), 1672-1681 (2011-07-19)
Aberrant DNA methylation patterns have been linked to molecular and cellular alterations in the aging brain. Caloric restriction (CR) and upregulation of antioxidants have been proposed as interventions to prevent or delay age-related brain pathology. Previously, we have shown in
DNA Methyltransferases - Role and Function, 30-30 (2016)
Advances in Carbohydrate Chemistry, Volume 14, 291-291 (1959)