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M6751

5-Methylcytosine hydrochloride

≥99%, synthetic (organic), crystalline powder

Synonym(s):

4-Amino-2-hydroxy-5-methylpyrimidine

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About This Item

Empirical Formula (Hill Notation):
C5H7N3O · HCl
CAS Number:
58366-64-6
Molecular Weight:
161.59
NACRES:
NA.51
PubChem Substance ID:
24897110
UNSPSC Code:
41106305
EC Number:
261-223-9
MDL number:
MFCD11053426
Assay:
≥99%
Biological source:
synthetic (organic)
Form:
crystalline powder
Solubility:
water: 50 mg/mL, clear to slightly hazy, colorless
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Product Name

5-Methylcytosine hydrochloride, ≥99%

biological source

synthetic (organic)

Quality Level

300

assay

≥99%

form

crystalline powder

solubility

water: 50 mg/mL, clear to slightly hazy, colorless

SMILES string

O=C1NC(N)=C(C)C=N1.[H]Cl

InChI

1S/C5H7N3O.ClH/c1-3-2-7-5(9)8-4(3)6;/h2H,1H3,(H3,6,7,8,9);1H

InChI key

ANWMULVRPAUPJT-UHFFFAOYSA-N

Application

5-Methylcytosine hydrochloride has been used as standard in high performance liquid chromatography (HPLC) for the estimation of global methylation rates. It has also been used in high-resolution mass spectroscopic analysis.
5-Methylcytosine is used in studies of DNA methylation processes (epigenetics).

Biochem/physiol Actions

5-Methylcytosine mediates gene expression, genomic imprinting and inhibition of transposable elements. It is closely associated with translational fidelity and tRNA recognition.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKDB0993
MKCZ4976
MKCZ4960
MKCX9202
MKCX7131

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Tet proteins can convert 5-methylcytosine to 5-formylcytosine and 5-carboxylcytosine
Ito S, et al.
Science (New York, N.Y.), 333(6047), 1300-1303 (2011)
Absolute quantification of RNA or DNA using acid hydrolysis and mass spectrometry
Lowenthal MS, et al.
Analytical Chemistry, 6, 824-824 (2019)
Meelad M Dawlaty et al.
Developmental cell, 24(3), 310-323 (2013-01-29)
Tet enzymes (Tet1/2/3) convert 5-methylcytosine (5mC) to 5-hydroxymethylcytosine (5hmC) in various embryonic and adult tissues. Mice mutant for either Tet1 or Tet2 are viable, raising the question of whether these enzymes have overlapping roles in development. Here we have generated
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Global Trade Item Number

SKUGTIN
M6751-250MG04061834061229
M6751-1G04061826739037