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Merck

M4002

Sigma-Aldrich

6-Methylmercaptopurine riboside

≥99% (HPLC)

Szinonimák:

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

Bejelentkezésa Szervezeti és Szerződéses árazás megtekintéséhez


About This Item

Tapasztalati képlet (Hill-képlet):
C11H14N4O4S
CAS-szám:
Molekulatömeg:
298.32
EC-szám:
UNSPSC kód:
41106305
PubChem Substance ID:
NACRES:
NA.51

biológiai forrás

synthetic (organic)

Minőségi szint

Teszt

≥99% (HPLC)

Forma

powder

oldhatóság

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

tárolási hőmérséklet

−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

Nemzetközi kémiai azonosító kulcs

ZDRFDHHANOYUTE-UHFFFAOYSA-N

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Alkalmazás

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.

Biokémiai/fiziológiai hatások

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.

Tárolási osztály kódja

11 - Combustible Solids

WGK

WGK 3

Lobbanási pont (F)

Not applicable

Lobbanási pont (C)

Not applicable

Egyéni védőeszköz

Eyeshields, Gloves, type N95 (US)


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Dokumentumtár megtekintése

Ulf Hindorf et al.
Journal of hepatology, 52(1), 106-111 (2009-11-13)
Corticosteroids alone or in conjunction with azathioprine (AZA) is the standard treatment in autoimmune hepatitis (AiH). Individual variations in thiopurine (TP) metabolism may affect both drug efficacy and toxicity. Our aim was to investigate the utility of thiopurine methyltransferase (TPMT)
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
Pei-Yin Lim et al.
PloS one, 6(10), e26697-e26697 (2011-11-01)
Many viruses within the Flavivirus genus cause significant disease in humans; however, effective antivirals against these viruses are not currently available. We have previously shown that a thiopurine drug, 6-methylmercaptopurine riboside (6MMPr), inhibits replication of distantly related viruses within the
Assay of 6-mercaptopurine and its metabolites in patient plasma by high-performance liquid chromatography with diode-array detection
Su Y, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 732(2), 459-468 (1999)
Li-Min Ting et al.
The Journal of biological chemistry, 280(10), 9547-9554 (2004-12-04)
Plasmodium falciparum is unable to synthesize purine bases and relies upon purine salvage and purine recycling to meet its purine needs. We report that purines formed as products of polyamine synthesis are recycled in a novel pathway in which 5'-methylthioinosine

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