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Merck
CN

D5011

Sigma-Aldrich

5′-脱氧-5′-腺苷

别名:

甲硫腺苷, MTA

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About This Item

经验公式(希尔记法):
C11H15N5O3S
CAS号:
分子量:
297.33
Beilstein:
42420
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

方案

≥98% (HPLC)

表单

powder

溶解性

DMF: 50 mg/mL, clear to very slightly hazy, colorless to faintly yellow

储存温度

−20°C

SMILES字符串

CSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23

InChI

1S/C11H15N5O3S/c1-20-2-5-7(17)8(18)11(19-5)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)/t5-,7-,8-,11-/m1/s1

InChI key

WUUGFSXJNOTRMR-IOSLPCCCSA-N

基因信息

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应用

5′-脱氧-5′-(甲硫基)腺苷已被用作蛋白质甲基化抑制剂,可降低肝细胞癌(HCC)细胞中的E2F转录因子1(E2F1)蛋白丰度。这种成分还用于抑制组蛋白甲基化修饰,研究其在缺氧诱导因子1(Hif-1)核转运中的作用。

生化/生理作用

5′-脱氧-5′-(甲硫基)腺苷(甲硫腺苷)可用作底物来研究5′-甲硫腺苷磷酸化酶(MTAP)(EC2.4.2.28)的特异性和动力学,该酶是一个肿瘤抑制基因所表达的酶,其可支持S-腺苷甲硫氨酸(AdoMet)和蛋氨酸补救途径。

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, 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

Histone methylation regulates Hif-1 signaling cascade in activation of hepatic stellate cells
Hong F, et al.
FEBS Open Bio, 8(3), 406-415 (2018)
SET7/9 promotes hepatocellular carcinoma progression through regulation of E2F1
Gu Y, et al.
Oncology Reports, 40(4), 1863-1874 (2018)
Barbara Roe et al.
PloS one, 6(8), e23641-e23641 (2011-08-20)
Hepatitis C virus (HCV) is capable of disrupting different facets of lipid metabolism and lipids have been shown to play a crucial role in the viral life cycle. The aim of this study was to examine the effect HCV infection
Ivan Hemeon et al.
Analytical chemistry, 83(12), 4996-5004 (2011-05-07)
DNA (cytosine-5)-methyltransferases (DNMTs) catalyze the transfer of a methyl group from S-adenosyl-L-methionine (AdoMet) to the 5-position of cytosine residues and thereby silence transcription of regulated genes. DNMTs are important epigenetic targets. However, isolated DNMTs are weak catalysts and are difficult
Tobias J Erb et al.
Nature chemical biology, 8(11), 926-932 (2012-10-09)
Functional assignment of uncharacterized proteins is a challenge in the era of large-scale genome sequencing. Here, we combine in extracto NMR, proteomics and transcriptomics with a newly developed (knock-out) metabolomics platform to determine a potential physiological role for a ribulose-1,5-bisphosphate

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