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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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。
Analysis Note
通过UV和HPLC进行纯化。
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)
Benjamin R Duffus et al.
Biochimica et biophysica acta, 1824(11), 1254-1263 (2012-01-25)
Radical S-adenosylmethionine (AdoMet) enzymes comprise a large superfamily of proteins that engage in a diverse series of biochemical transformations through generation of the highly reactive 5'-deoxyadenosyl radical intermediate. Recent advances into the biosynthesis of unique iron-sulfur (FeS)-containing cofactors such as
T Kakutani et al.
Nucleic acids research, 23(1), 130-137 (1995-01-11)
We have recently isolated two Arabidopsis thaliana DNA hypomethylation mutations, identifying the DDM1 locus, that cause a 70% reduction in genomic 5-methylcytosine levels [1]. Here we describe further phenotypic and biochemical characterization of the ddm1 mutants. ddm1/ddm1 homozygotes exhibited altered
Soon Goo Lee et al.
The Journal of biological chemistry, 287(2), 1426-1434 (2011-11-26)
In the malarial parasite Plasmodium falciparum, a multifunctional phosphoethanolamine methyltransferase (PfPMT) catalyzes the methylation of phosphoethanolamine (pEA) to phosphocholine for membrane biogenesis. This pathway is also found in plant and nematodes, but PMT from these organisms use multiple methyltransferase domains
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
Renata Z Jurkowska et al.
Methods in molecular biology (Clifton, N.J.), 791, 157-177 (2011-09-14)
DNA methyltransferases are important enzymes and their inhibition has many potential applications. The investigation of DNA methyltransferases as well as screening for potential inhibitors requires specialized enzyme assays. In this chapter, we describe three DNA methyltransferase assays, each of them
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