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Merck
CN

M6751

Sigma-Aldrich

5-甲基胞嘧啶 盐酸盐

≥99%

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别名:
4-氨基-2-羟基-5-甲基嘧啶
经验公式(希尔记法):
C5H7N3O · HCl
CAS号:
分子量:
161.59
EC 号:
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.51

生物来源

synthetic (organic)

质量水平

200
300

检测方案

≥99%

形式

crystalline powder

溶解性

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

SMILES字符串

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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应用

5-甲基胞嘧啶盐酸盐已被用作高效液相色谱(HPLC)法估计整体甲基化率的标准品。它还被用于高分辨率质谱分析。
5-甲基胞嘧啶被用于DNA甲基化过程(表观遗传学)的研究。

生化/生理作用

5-甲基胞嘧啶可介导基因表达、基因组印记和转位因子的抑制。它与翻译保真度和tRNA识别密切相关。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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Widespread occurrence of 5-methylcytosine in human coding and non-coding RNA
Squires JE, et al.
Nucleic Acids Research, 40(11), 5023-5033 (2012)
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
Lan Jiang et al.
Cell, 153(4), 773-784 (2013-05-15)
5-methylcytosine is a major epigenetic modification that is sometimes called "the fifth nucleotide." However, our knowledge of how offspring inherit the DNA methylome from parents is limited. We generated nine single-base resolution DNA methylomes, including zebrafish gametes and early embryos.

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