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Merck
CN

A9546

Sigma-Aldrich

2-氨基-6-甲基巯基嘌呤

≥95%

别名:

2-氨基-6-甲基硫嘌呤

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关于此项目

经验公式(希尔记法):
C6H7N5S
化学文摘社编号:
分子量:
181.22
EC 号:
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.51
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方案

≥95%

表单

solid

SMILES字符串

[H]n1cnc2c(SC)nc(N)nc12

InChI

1S/C6H7N5S/c1-12-5-3-4(9-2-8-3)10-6(7)11-5/h2H,1H3,(H3,7,8,9,10,11)

InChI key

YEGKYFQLKYGHAR-UHFFFAOYSA-N

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应用

2-氨基-6-甲基巯基嘌呤是一种2-氨基-6-烷基二硫代嘌呤,已与其他6位碳类似物一起用于研究大脑特异性地西泮的结合。
2-氨基-6-甲基巯基嘌呤(6-MTG)已用作Dulbecco′s改良的Eagles培养基(DMEM)培养基的补充剂,用于选择表达GPT的重组病毒mCMVhMIEPE-gpt.lacZ(巨细胞病毒主要立即早期启动子-增强子复合物-gpt.lacz)。它也已用作高效液相色谱(HPLC)中的标准品,以评估巯嘌呤甲基转移酶(TPMT)酶的活性。

生化/生理作用

2-氨基-6-甲基巯基嘌呤是由6-巯基嘌呤通过硫嘌呤甲基转移酶(TMPT)酶的S甲基化活性合成的。

象形图

CorrosionExclamation mark

警示用语:

Danger

危险分类

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

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

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Hongxia Wang et al.
Analytical chemistry, 82(13), 5797-5803 (2010-06-17)
Thiopurines, including mercaptopurine (MP), 6-thioguanine ((S)G) and azathioprine, are widely used for the treatment of many human diseases including acute lymphoblastic leukemia (ALL). To exert their cytotoxic effect, these prodrugs need to be metabolically activated to (S)G nucleotides and incorporated
Loretta T Ford et al.
Annals of clinical biochemistry, 41(Pt 4), 303-308 (2004-08-10)
Although widely used, thiopurine drugs have a narrow therapeutic index and treatment can result in life-threatening toxicity, the basis being pharmacogenetic variation in thiopurine metabolism by thiopurine S-methyltransferase (TPMT). We recently developed a modified phenotyping assay to determine TPMT activity
Bifeng Yuan et al.
ACS chemical biology, 5(11), 1021-1027 (2010-09-03)
Thiopurines are effective immunosuppressants and anticancer agents. However, the long-term use of thiopurines was found to be associated with a significantly increased risk of various types of cancer. To date, the specific mechanism(s) underlying the carcinogenicity associated with thiopurine treatment
G R Erdmann et al.
Journal of chromatography, 571(1-2), 149-156 (1991-11-15)
A reversed-phase high-performance liquid chromatographic (HPLC) procedure was developed to quantify intracellular lymphocyte 6-thioguanine, methylmercaptopurine and methylthioguanine. The free base of each metabolite was obtained by acid hydrolysis, which allowed for a total determination of thiopurine metabolites. 6-Thioguanine was analyzed
Pharmacogenetics of drug metabolizing enzyme: thiopurine methyl transferase phenotypes and multidrug resistance 1 gene polymorphism in inflammatory bowel disease
Bahrehmand F, et al.
Cellular and Molecular Biology, 62(7), 102-109 (2016)

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