M2389

N⁶-Methyl-2′-deoxyadenosine

• Synonym(s): 6mdA, N⁶-Me-dAdo, m⁶dA
• Empirical Formula (Hill Notation): C₁₁H₁₅N₅O₃
• CAS Number: 2002-35-9
• Molecular Weight: 265.27
• MDL number: MFCD00055999
• UNSPSC Code: 41106305
• PubChem Substance ID: 24896727
• NACRES: NA.51

Properties

• Assay: ≥98% (TLC)
• Quality Level: 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. 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. 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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves