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Merck
CN

A4377

Sigma-Aldrich

S-(5′-腺苷)-L-甲硫氨酸碘盐

≥80% (spectrophotometric assay), suitable for cell culture

别名:

AdoMet, SAM

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About This Item

经验公式(希尔记法):
C15H23IN6O5S
CAS号:
分子量:
526.35
Beilstein:
4120787
EC 号:
MDL编号:
UNSPSC代码:
12352209
PubChem化学物质编号:
NACRES:
NA.26

产品名称

S-(5′-腺苷)-L-甲硫氨酸碘盐, ≥80% (HPLC), ≥80% (spectrophotometric assay)

质量水平

方案

≥80% (HPLC)
≥80% (spectrophotometric assay)

表单

powder

技术

cell culture | mammalian: suitable

颜色

white to off-white

溶解性

H2O: 100 mg/mL

运输

dry ice

储存温度

−20°C

SMILES字符串

[I-].C[S+](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23

InChI

1S/C15H22N6O5S.HI/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21;/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25);1H/t7-,8+,10+,11+,14+,27?;/m0./s1

InChI key

XQMWYLXPEGFCFT-XKGORWRGSA-N

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应用

S-(5′-腺苷)-L-甲硫氨酸(SAM,AdoMet)被用作哺乳动物细胞培养物的主要甲基供体分子以及甲硫氨酸生物合成的第一步代谢物。

生化/生理作用

甲基供体;作为酶催化甲基化的辅因子,包括儿茶酚O-甲基转移酶(COMT)和DNA甲基转移酶(DNMT)。 虽然它存在于所有细胞中,但在肝脏中较为集中,85%的甲基化反应发生在肝脏。 它还参与调节肝功能、生长和对损伤的反应中。

注意

该材料在室温下非常不稳定。

分析说明

通过UV和HPLC进行纯化。

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Skin Sens. 1

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Ernst G Malygin et al.
Critical reviews in biochemistry and molecular biology, 47(2), 97-193 (2012-01-21)
The sequence-specific transfer of methyl groups from donor S-adenosyl-L-methionine (AdoMet) to certain positions of DNA-adenine or -cytosine residues by DNA methyltransferases (MTases) is a major form of epigenetic modification. It is virtually ubiquitous, except for some notable exceptions. Site-specific methylation
Jianyu Zhang et al.
Journal of the American Chemical Society, 133(43), 17134-17137 (2011-10-01)
Human catechol-O-methyltransferase (COMT) catalyzes a methyl transfer from S-adenosylmethionine (AdoMet) to dopamine. Site-specific mutants at three positions (Tyr68, Trp38, and Val108) have been characterized with regard to product distribution, catalytic efficiency, and secondary kinetic isotope effects. The series of mutations
Laura Gomez-Santos et al.
Methods in molecular biology (Clifton, N.J.), 826, 133-149 (2011-12-15)
S-Adenosylmethionine, abbreviated as SAM, SAMe or AdoMet, is the principal methyl group donor in the mammalian cell and the first step metabolite of the methionine cycle, being synthesized by MAT (methionine adenosyltransferase) from methionine and ATP. About 60 years after
Yuan Yang et al.
Nature chemical biology, 15(2), 132-140 (2018-12-19)
Among RNA 5'-cap structures, γ-phosphate monomethylation is unique to a small subset of noncoding RNAs, 7SK and U6 in humans. 7SK is capped by methylphosphate capping enzyme (MePCE), which has a second nonenzymatic role as a core component of the
Yui Yamashita et al.
The Journal of biological chemistry, 289(18), 12693-12704 (2014-03-22)
Expression of CGS1, which codes for an enzyme of methionine biosynthesis, is feedback-regulated by mRNA degradation in response to S-adenosyl-L-methionine (AdoMet). In vitro studies revealed that AdoMet induces translation arrest at Ser-94, upon which several ribosomes stack behind the arrested

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