Specifications
- Purity
- ≥99% (HPLC)
- Appearance
- White to off-white poweder
- Identity
- 1H-NMR
Properties
- Solvents
- DMSO (20 mg/ml) or DMF (5 mg/ml). Slightly water (1 mg/ml).
Category: Antibiotics
Adenine 9-β-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.
Synonyms | Adenine Arabinoside, Arabinosyladenine, 9-&beta, -D-Arabinofuranosyladenine, Ara-A, Vidarabine, NSC 247519, NSC 404241, Vira-A |
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Purity | ≥99% (HPLC) |
Appearance | White to off-white poweder |
CAS-Number | 5536-17-4 |
Molecular Formula | C10H13N5O4 |
Molecular Weight | 267.24 |
Identity | 1H-NMR |
Solvents | DMSO (20 mg/ml) or DMF (5 mg/ml). Slightly water (1 mg/ml). |
Smiles | NC1=NC=NC2=C1N=CN2[C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3O |
InChi Key | OIRDTQYFTABQOQ-UHTZMRCNSA-N |
Shipping | AMBIENT |
Short Term Storage | -20°C |
Long Term Storage | -20°C |
Handling Advice | Protect from light and moisture. |
Use / Stability | Stable for at least 2 years after receipt when stored at -20°C. |
Hazard statements | H361 |
Precautionary statements | P281 |
GHS Symbol | GHS08 |
Signal word | Warning |
Transportation | Not dangerous goods |
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) |
InChi | InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7+,10-/m1/s1 |
Quantity | 5 g, 25 g, Bulk |