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M4254

Sigma-Aldrich

5-Methylcytidine

≥99%

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$180.00
100 MG
$539.00

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Available to ship onMay 05, 2025Details

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25 MG
$180.00
100 MG
$539.00

About This Item

Empirical Formula (Hill Notation):
C10H15N3O5
CAS Number:
2140-61-6
Molecular Weight:
257.24
EC Number:
218-390-8
MDL number:
MFCD00006548
UNSPSC Code:
41106305
PubChem Substance ID:
24896915
NACRES:
NA.51

$180.00

Available to ship onMay 05, 2025Details

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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.[1] It is present in the RNA of plant, animal and bacterial origin. It is one of the C derivative present in transfer RNA (tRNA).[2]

Application

5-Methylcytidine has been used as a standard for deriving the calibration curve in reversed phase high performance liquid chromatography (RP-HPLC).[3]
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.[4]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000323176
0000323177
0000323177
0000323176
0000278322

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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
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
Advances in Carbohydrate Chemistry, Volume 14, 291-291 (1959)
The Primary Structure of Transfer RNA, 252-252 (2012)
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
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