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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Lowenthal MS, et al.
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Squires JE, et al.
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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
Rachel Deplus et al.
The EMBO journal, 32(5), 645-655 (2013-01-29)
TET proteins convert 5-methylcytosine to 5-hydroxymethylcytosine, an emerging dynamic epigenetic state of DNA that can influence transcription. Evidence has linked TET1 function to epigenetic repression complexes, yet mechanistic information, especially for the TET2 and TET3 proteins, remains limited. Here, we
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