Molecular structure of Nebularine, CAS Number: 550-33-4
Nebularine (CAS 550-33-4)
Alternate Names:
9-(b-D-Ribofuranosyl)purine
Application:
Nebularine is a purine nucleoside
CAS Number:
550-33-4
Molecular Weight:
252.23
Molecular Formula:
C10H12N4O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
QUICK LINKS
Ordering Information
Description
Technical Information
Safety Information
SDS & Certificate of Analysis
Nebularine is a naturally occurring nucleoside, which inhibits mouse Sarcoma 180 and mycobacteria. Studies indicate that Nebularine functions by inhibiting enzymes such as adenine deaminase. In addition, Nebularine can be used to analyze structure determinants of DNA that are recognized by DNA repair enzymes. These studies show that Nebularine can also be used to locate triple helices at G.C sequences. Nebularine can act as a universal base, which can bind to all four of the nucleosides of DNA, with a greater tendency binding to Thymine. Furthermore, Nebularine cellular uptake in mice can be reduced by the nucleoside transport inhibitor, nitrobenzylthioinosine.
Nebularine (CAS 550-33-4) References
- Inhibition of adenosine deaminase by azapurine ribonucleosides. | Shewach, DS., et al. 1992. Biochem Pharmacol. 44: 1697-700. PMID: 1449528
- Electrochemical detection of lesions in DNA. | Boal, AK. and Barton, JK. 2005. Bioconjug Chem. 16: 312-21. PMID: 15769084
- Structure-activity relationship of ligands of human plasma adenosine deaminase2. | Niedzwicki, JG. and Abernethy, DR. 1991. Biochem Pharmacol. 41: 1615-24. PMID: 2043151
- Chemical Constituents of the Fruiting Bodies of Clitocybe nebularis and Their Antifungal Activity. | Kim, YS., et al. 2008. Mycobiology. 36: 110-3. PMID: 23990744
- A novel nucleoside from the edible mushroom, Tricholoma japonicum. | Haraguchi, A., et al. 2015. J Nat Med. 69: 584-8. PMID: 25976547
- Mechanism and structure based design of inhibitors of AMP and adenosine deaminase. | Lindell, SD., et al. 2021. Bioorg Med Chem. 43: 116272. PMID: 34157570
- Protection of mice against lethal dosages of nebularine by nitrobenzylthioinosine, an inhibitor of nucleoside transport. | Paterson, AR., et al. 1979. Cancer Res. 39: 3607-11. PMID: 476687
- Synthesis in nucleoside antibiotics. II. Facile synthesis of nebularine and its analogs by a modified fusion procedure. | Iwamura, H. and Hashizume, T. 1968. J Org Chem. 33: 1796-9. PMID: 5655926
- Synthesis, antiproliferative and antiviral activity of imidazo[4,5-d]isothiazole nucleosides as 5:5 fused analogs of nebularine and 6-methylpurine ribonucleoside. | Swayze, EE., et al. 1997. J Med Chem. 40: 771-84. PMID: 9057864
- Nebularine (9-2'-deoxy-beta-D-ribofuranosylpurine) has the template characteristics of adenine in vivo and in vitro. | Rahman, MS. and Humayun, MZ. 1997. Mutat Res. 377: 263-8. PMID: 9247623
Inhibitor of:
Ada2, and Enzyme.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Nebularine, 250 mg | sc-208087 | 250 mg | $744.00 |