A4377
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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关于此项目
经验公式（希尔记法）:
C15H23IN6O5S
化学文摘社编号:
分子量:
526.35
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
222-486-5
MDL number:
Beilstein/REAXYS Number:
4120787
产品名称
S-(5′-腺苷)-L-甲硫氨酸碘盐, ≥80% (HPLC), ≥80% (spectrophotometric assay)
SMILES string
[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
assay
≥80% (HPLC)
≥80% (spectrophotometric assay)
form
powder
technique(s)
cell culture | mammalian: suitable
color
white to off-white
solubility
H2O: 100 mg/mL
shipped in
dry ice
storage temp.
−20°C
Quality Level
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Analysis Note
通过UV和HPLC进行纯化。
Application
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。
Biochem/physiol Actions
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。
Disclaimer
该材料在室温下非常不稳定。
signalword
Warning
hcodes
Hazard Classifications
Skin Sens. 1
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type N95 (US)
Noriyuki Onoue et al.
The Journal of biological chemistry, 286(17), 14903-14912 (2011-02-22)
Expression of the Arabidopsis CGS1 gene, encoding the first committed enzyme of methionine biosynthesis, is feedback-regulated in response to S-adenosyl-L-methionine (AdoMet) at the mRNA level. This regulation is first preceded by temporal arrest of CGS1 translation elongation at the Ser-94
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
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
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
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