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M4254

Sigma-Aldrich

5-Methylcytidine

≥99%

Empirical Formula (Hill Notation):
C10H15N3O5
CAS Number:
Molecular Weight:
257.24
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.51

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

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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 is used in studies of DNA methylation processes (epigenetics).
5-Methylcytidine has been used as a standard for deriving the calibration curve in reversed phase high performance liquid chromatography (RP-HPLC).

Packaging

25 mg in glass insert
100 mg in poly bottle

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 Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Advances in Carbohydrate Chemistry, Volume 14, 291-291 (1959)
The Primary Structure of Transfer RNA, 252-252 (2012)
Ping Tian et al.
Journal of animal science and biotechnology, 8, 74-74 (2017-10-14)
It is well known that feeding a high concentrate (HC) diet to lactating ruminants likely induces subacute ruminal acidosis (SARA) and leads to a decrease in milk fat production. However, the effects of feeding a HC diet for long periods
DNA Methyltransferases - Role and Function, 30-30 (2016)
Maria Beatrice Bitonti et al.
Journal of experimental botany, 53(371), 1047-1054 (2002-04-25)
Chromatin organization, nuclear DNA methylation and endogenous zeatin localization were investigated in shoot apical meristems (SAM) during juvenile and adult phases of peach (Prunus persica (L.) Batsch). The aim was to examine the extent to which these parameters could discriminate

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