Skip to Content
Merck
All Photos(3)

Documents

M4254

Sigma-Aldrich

5-Methylcytidine

≥99%

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C10H15N3O5
CAS Number:
Molecular Weight:
257.24
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

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

Looking for similar products? Visit Product Comparison Guide

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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)
The Primary Structure of Transfer RNA, 252-252 (2012)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service