M4254

5-Methylcytidine

Name: 5-Methylcytidine
Brand: SIGMA

≥99%, powder

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About This Item

Formule empirique (notation de Hill) :

C₁₀H₁₅N₃O₅

Numéro CAS:

2140-61-6

Poids moléculaire :

257.24

NACRES:

NA.51

PubChem Substance ID:

24896915

UNSPSC Code:

41106305

EC Number:

218-390-8

MDL number:

MFCD00006548

Nom du produit

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

200

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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).

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number

0000475251

0000323176

0000323177

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Distinct nuclear organization, DNA methylation pattern and cytokinin distribution mark juvenile, juvenile-like and adult vegetative apical meristems in peach (Prunus persica (L.) Batsch).

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

Prevention of age-related changes in hippocampal levels of 5-methylcytidine by caloric restriction.

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)

Elongator mutation in mice induces neurodegeneration and ataxia-like behavior.

Marija Kojic et al.

Nature communications, 9(1), 3195-3195 (2018-08-12)

Cerebellar ataxias are severe neurodegenerative disorders with an early onset and progressive and inexorable course of the disease. Here, we report a single point mutation in the gene encoding Elongator complex subunit 6 causing Purkinje neuron degeneration and an ataxia-like

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