M4002

6-Methylmercaptopurine riboside

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

• Synonym(s): 6MMPr, 6-(Methylthio)-9-β-D-ribofuranosyl-9H-purine
• Empirical Formula (Hill Notation): C₁₁H₁₄N₄O₄S
• CAS Number: 342-69-8
• Molecular Weight: 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

Properties

• Product Name: 6-Methylmercaptopurine riboside, ≥99% (HPLC)
• biological source: synthetic (organic)
• Quality Segment: 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

Description

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[1], 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.[1]

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)