M6751
5-Methylcytosine hydrochloride
≥99%
Synonym(s):
4-Amino-2-hydroxy-5-methylpyrimidine
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About This Item
Empirical Formula (Hill Notation):
C5H7N3O · HCl
CAS Number:
Molecular Weight:
161.59
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
Recommended Products
biological source
synthetic (organic)
Quality Level
200
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
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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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Ito S, et al.
Science (New York, N.Y.), 333(6047), 1300-1303 (2011)
Daniel Renciuk et al.
Nucleic acids research, 41(21), 9891-9900 (2013-08-22)
5-Hydroxymethylcytosine (5-hmC) was recently identified as a relatively frequent base in eukaryotic genomes. Its physiological function is still unclear, but it is supposed to serve as an intermediate in DNA de novo demethylation. Using X-ray diffraction, we solved five structures
Shinpei Yamaguchi et al.
Cell research, 23(3), 329-339 (2013-02-13)
Previous studies have revealed that mouse primordial germ cells (PGCs) undergo genome-wide DNA methylation reprogramming to reset the epigenome for totipotency. However, the precise 5-methylcytosine (5mC) dynamics and its relationship with the generation of 5-hydroxymethylcytosine (5hmC) are not clear. Here
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