D1285

2′,3′-Dideoxyadenosine

≥97% (HPLC)

• Synonym(s): Dideoxyadenosine, ddA
• Empirical Formula (Hill Notation): C₁₀H₁₃N₅O₂
• CAS Number: 4097-22-7
• Molecular Weight: 235.24
• UNSPSC Code: 41106305
• NACRES: NA.51
• PubChem Substance ID: 24893397
• EC Number: 223-853-2
• Beilstein/REAXYS Number: 619924
• MDL number: MFCD00010534
• Assay: ≥97% (HPLC)
• Form: powder
• Solubility: water: 100 mg/mL, clear, colorless
• Storage temp.: 2-8°C

Properties

• Quality Segment: 200
• assay: ≥97% (HPLC)
• form: powder
• optical activity: [α]/D -28.0±1.0
• mp: 181-184 °C (lit.)
• solubility: water: 100 mg/mL, clear, colorless
• storage temp.: 2-8°C
• SMILES string: Nc1ncnc2n(cnc12)[C@H]3CC[C@@H](CO)O3
• InChI: 1S/C10H13N5O2/c11-9-8-10(13-4-12-9)15(5-14-8)7-2-1-6(3-16)17-7/h4-7,16H,1-3H2,(H2,11,12,13)/t6-,7+/m0/s1
• InChI key: WVXRAFOPTSTNLL-NKWVEPMBSA-N
• Gene Information: human ... DCK(1633)

Description

General description

2′,3′-Dideoxyadenosine is a nucleoside analog of deoxyadenosine. On deamination, it is converted to dideoxyinosine. It inhibits adenylyl cyclase and may play a key role in the inhibition of tumor progression. It is a potent inhibitor of reverse transcriptase enzyme of human immunodeficiency virus.

Application

2′,3′-Dideoxyadenosine (ddA), a specific adenylyl cyclase inhibitor, is useful in biological process and pathway studies involving adenylyl cyclase activity and cAMP pool modulation.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)