M2389

N⁶-Methyl-2′-deoxyadenosine

• Synonyme(s) : 6mdA, N⁶-Me-dAdo, m⁶dA
• Formule empirique (notation de Hill) : C₁₁H₁₅N₅O₃
• CAS Number: 2002-35-9
• Poids moléculaire : 265.27
• Numéro MDL: MFCD00055999
• Code UNSPSC : 41106305
• ID de substance PubChem : 24896727
• Nomenclature NACRES : NA.51

Propriétés

• Essai: ≥98% (TLC)
• Niveau de qualité: 200
• Forme: powder
• Solubilité: acetic acid: 49.00-51.00 mg/mL, clear, colorless
• Température de stockage: −20°C
• Chaîne SMILES: CNc1ncnc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO)O3
• InChI: 1S/C11H15N5O3/c1-12-10-9-11(14-4-13-10)16(5-15-9)8-2-6(18)7(3-17)19-8/h4-8,17-18H,2-3H2,1H3,(H,12,13,14)/t6-,7+,8+/m0/s1
• Clé InChI: DYSDOYRQWBDGQQ-XLPZGREQSA-N

Description

Application

N⁶-Methyl-2′-deoxyadenosine has been used as a standard to assess the levels of modified bases in genomic DNA by the ultra-high-performance liquid chromatography coupled with triple quadrupole mass spectrometry (UHPLC-QQQ-MS/MS) method. It has also been used to study its potential in promoting the proliferation oferythroid progenitor cells.

Actions biochimiques/physiologiques

N⁶-Methyl-2′-deoxyadenosine (N6-Me-dAdo) is a precursor of N⁶-methyl 2′-deoxyadenosine 3′,5′-bisphosphate (N6MABP), a competitive and selective inhibitor of P2Y1 receptors. It is located at the transcription start site and plays a role in increased gene expression in Chlamydomonas reindardtii. N⁶-Me-dAdo augments the within transposable elements and is present at higher levels during the development of Drosophila. It is involved in the regulation of gene transcription, DNA repair, and replication in prokaryotes and protists. N⁶-Me-dAdo complemented with gene bodies might induce gene expression in human cells.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)