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Merck

M4254

5-Methylcytidine

≥99%, powder

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About This Item

Fórmula empírica (notación de Hill):
C10H15N3O5
Número CAS:
Peso molecular:
257.24
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
218-390-8
MDL number:

Nombre del producto

5-Methylcytidine, ≥99%

InChI key

ZAYHVCMSTBRABG-JXOAFFINSA-N

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

SMILES string

CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N=C1N

assay

≥99%

form

powder

mp

212-215 °C (dec.) (lit.)

solubility

water: 25 mg/mL, clear, colorless

Quality Level

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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.

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).

Clase de almacenamiento

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)
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
K Itoh et al.
Clinica chimica acta; international journal of clinical chemistry, 234(1-2), 37-45 (1995-01-31)
A monoclonal antibody against 5-methylcytidine was prepared and characterized. This antibody, termed AMC, was reactive with compounds that had 5-methylcytosine structure (i.e. 5-methyl-2'-deoxycytidine, 5-methylcytidine and 5-methylcytosine). AMC had the highest reactivity to 5-methyl-2'-deoxycytidine among reactive compounds and had no or

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