M4002
6-Methylmercaptopurine riboside
≥99% (HPLC), synthetic (organic), powder
Synonyme(s) :
6MMPr, 6-(Methylthio)-9-β-D-ribofuranosyl-9H-purine
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A propos de cet article
Formule empirique (notation de Hill) :
C11H14N4O4S
Numéro CAS:
Poids moléculaire :
298.32
UNSPSC Code:
41106305
PubChem Substance ID:
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
Service technique
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Laissez-nous vous aiderNom du produit
6-Methylmercaptopurine riboside, ≥99% (HPLC)
biological source
synthetic (organic)
Quality Level
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
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.
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
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)