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Merck

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號碼:
分類程式碼代碼:
41106305
PubChem物質ID:
NACRES:
NA.51

生物源

synthetic (organic)

品質等級

化驗

≥98% (HPLC)

形狀

powder

溶解度

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

儲存溫度

−20°C

SMILES 字串

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 密鑰

WUUGFSXJNOTRMR-IOSLPCCCSA-N

基因資訊

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應用

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。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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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)
Jiwoung Chung et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(29), 12089-12094 (2011-07-07)
Quorum sensing (QS) controls certain behaviors of bacteria in response to population density. In gram-negative bacteria, QS is often mediated by N-acyl-L-homoserine lactones (acyl-HSLs). Because QS influences the virulence of many pathogenic bacteria, synthetic inhibitors of acyl-HSL synthases might be
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
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

商品

Epigenetic modifications are thought to occur through two key interconnected processes—DNA methylation and the covalent modification of histones.

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