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M4002

6-Methylmercaptopurine riboside

Name: 6-Methylmercaptopurine riboside
Brand: SIGMA

≥99% (HPLC), synthetic (organic), powder

别名:

6MMPr, 6-(Methylthio)-9-β-D-ribofuranosyl-9H-purine

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关于此项目

经验公式（希尔记法）:

C₁₁H₁₄N₄O₄S

化学文摘社编号:

342-69-8

分子量:

298.32

UNSPSC Code:

41106305

PubChem Substance ID:

24896894

NACRES:

NA.51

EC Number:

206-442-2

Assay:

≥99% (HPLC)

Biological source:

synthetic (organic)

Form:

powder

Solubility:

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

Storage temp.:

−20°C

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属性

产品名称

6-Methylmercaptopurine riboside, ≥99% (HPLC)

biological source

synthetic (organic)

Quality Level

200

assay

≥99% (HPLC)

form

powder

solubility

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

storage temp.

−20°C

SMILES string

O[C@H]([C@@H](CO)O1)[C@@H](O)[C@@H]1N2C=NC3=C(SC)N=CN=C32

InChI

1S/C11H14N4O4S/c1-20-10-6-9(12-3-13-10)15(4-14-6)11-8(18)7(17)5(2-16)19-11/h3-5,7-8,11,16-18H,2H2,1H3

InChI key

ZDRFDHHANOYUTE-UHFFFAOYSA-N

说明

Application

6-Methylmercaptopurine riboside (6MMPR) has been used as a phosphoribosyl pyrophosphate amidotransferase inhibitor to study its effects on DNA replication in a retinoblastoma (Rb) phosphorylation-independent manner in human cytomegalovirus (HCMV) , as a purine analog to determine its effects on angiogenesis of endothelial cells induced by fibroblast growth factor 2 (FGF2) in vitro and in vivo, as a metabolite of 6-methylmercaptopurine to determine its levels in human plasma by high-performance liquid chromatography (HPLC) method .

6-Methylmercaptopurine riboside (6MMPr) is used in studies on thiopurine metabolism by enzymes such as inosine-5′-monophosphate dehydrogenase and thiopurine methyltransferase. 6MMPr may also be used to study mechanisms of bovine viral diarrhea virus (BVDV) inhibition.

Biochem/physiol Actions

6-Methylmercaptopurine riboside (6MMPR) is a modified thiopurine nucleoside involved in the inhibition of purine synthesis. It exhibits anti-viral effects against various viruses. 6MMPR is an analog of purine and an inhibitor of nerve growth factor-activated protein kinase N.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Thiopurine metabolism and identification of the thiopurine metabolites transported by MRP4 and MRP5 overexpressed in human embryonic kidney cells.

P R Wielinga et al.

Molecular pharmacology, 62(6), 1321-1331 (2002-11-19)

Mercaptopurines have been used as anticancer agents for more than 40 years, and most acute lymphoblastic leukemias are treated with 6-mercaptopurine (6MP) or 6-thioguanine (TG). Overexpression of the two related multidrug resistance proteins MRP4 and MRP5 has been shown to

Simultaneous quantification of eleven thiopurine nucleotides by liquid chromatography-tandem mass spectrometry.

Ute Hofmann et al.

Analytical chemistry, 84(3), 1294-1301 (2012-01-10)

The prodrugs azathioprine and 6-mercaptopurine, which are well-established anticancer and immunosuppressive agents, are extensively metabolized by activating and inactivating enzymes. Whereas the 6-thioguanine nucleotides (TGN) are currently being considered as major active metabolites, methylthioinosine nucleotides seem to contribute to the

Methylthioinosine phosphorylase from Pseudomonas aeruginosa. Structure and annotation of a novel enzyme in quorum sensing.

Rong Guan et al.

Biochemistry, 50(7), 1247-1254 (2011-01-05)

The PA3004 gene of Pseudomonas aeruginosa PAO1 was originally annotated as a 5'-methylthioadenosine phosphorylase (MTAP). However, the PA3004 encoded protein uses 5'-methylthioinosine (MTI) as a preferred substrate and represents the only known example of a specific MTI phosphorylase (MTIP). MTIP

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全球贸易项目编号

货号	GTIN
M4002-1G	04061834053644