Adenine 9-beta-D-arabinofuranoside

Adenine 9-beta-D-arabinofuranoside is an analog of the nucleoside adenosine that has antiviral properties. It acts as a prodrug that, once phosphorylated by cellular enzymes, acts as both substrate and inhibitor of DNA polymerase. It has been shown to be effective against H. simplex, V. zoster and Epstein-Barr viruses. It is a potent inhibitor of AMP-activated protein kinase (AMPK) in liver, muscle and cardiac cells H9c2. It is also a neurotransmitter that acts as the preferred endogenous agonist at all adenosine receptor subtypes and showed anti-neoplastic activities. It has been shown to have inhibitory activity against SARS-CoV-2-ACE2 binding. Product References (1) S. Yoshida, et al., J. Biochem. 98, 433 (1985) , (2) W.B. Parker & Y. Cheng, Mol. Pharmacol. 31, 146 (1986) , (3) B. Bean, Clin. Microbiol. Rev. 5, 146 (1992) , (4) Y. Honma & N. Nitsu, Leuk. Lymphoma 399, 57 (2000) , (5) H. Kimura, et al., J. Pediatr. Hematol. Oncol. 23, 294 (2001) , (6) A. Kishimoto, et al., Mol. Biotechnol. 32, 17 (2006) , (7) M. Suzuki, et al., Antiviral Res. 72, 157 (2006) , (8) K.A. Jacobson & Z.-G. Gao, Nat. Rev. Drug Discov. 5, 247 (2006) (Review) , (9) S. Holzer, et al., ACS Chem. Biol. 14, 1904 (2019) , (10) M. Prajapat, et al., J. Mol. Graph. Model 101, 107716 (2020). Appearance: White to off-white powder. Solubility: Soluble in DMSO (20mg/ml) or DMF (5mg/ml). Slightly soluble in water (1mg/ml). Identity: Determined by 1H-NMR. InChi Key: OIRDTQYFTABQOQ-UHTZMRCNSA-N Smiles: NC1=NC=NC2=C1N=CN2[C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3O