M2389

N⁶-Methyl-2′-deoxyadenosine

≥98% (TLC), powder

• Synonym(s): 6mdA, N⁶-Me-dAdo, m⁶dA
• Empirical Formula (Hill Notation): C₁₁H₁₅N₅O₃
• CAS Number: 2002-35-9
• Molecular Weight: 265.27
• UNSPSC Code: 41106305
• PubChem Substance ID: 24896727
• NACRES: NA.51
• MDL number: MFCD00055999
• Assay: ≥98% (TLC)
• Form: powder
• Solubility: acetic acid: 49.00-51.00 mg/mL, clear, colorless
• Storage temp.: −20°C

Properties

• Product Name: N⁶-Methyl-2′-deoxyadenosine,
• assay: ≥98% (TLC)
• Quality Segment: 200
• form: powder
• solubility: acetic acid: 49.00-51.00 mg/mL, clear, colorless
• storage temp.: −20°C
• SMILES string: 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
• InChI key: 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.[1] It has also been used to study its potential in promoting the proliferation oferythroid progenitor cells.

Biochem/physiol Actions

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.[2] 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.[3] 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.[3]

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)