550-33-4
Chemical Structure
Nebularine
Synonym(s): 9-β-D-Ribofuranosylpurine
- CAS No.: 550-33-4
- Formula:C10H12N4O4
- Molecular Weight:252.23
IUPAC Name: (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol
InChIKey: MRWXACSTFXYYMV-FDDDBJFASA-N
SMILES: OC[C@@H](O1)[C@@H](O)[C@@H](O)[C@@H]1N2C=NC3=C2N=CN=C3
Biological Activity: Nebularine (9-β-D-Ribofuranosylpurine) is a naturally occurring cytotoxic purine riboside antibiotic. Nebularine competitively inhibits adenine deaminase and xanthine oxidase, and acts as a template for thymine insertion during DNA elongation and replication. Nebularine serves as a cytokinin antagonist and induces mitotic aberrations in plant cells. Nebularine exhibits cytotoxicity against plants, mammals, fungal organisms and cancer cells. Nebularine can be used in research related to fungal infections, plant growth, as well as chronic myeloid leukemia, acute lymphoblastic leukemia and breast cancer[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Nebularine | 98.44% | Nebularine (9-β-D-Ribofuranosylpurine) is a naturally occurring cytotoxic purine riboside antibiotic. Nebularine competitively inhibits adenine deaminase and xanthine oxidase, and acts as a template for thymine insertion during DNA elongation and replication. Nebularine serves as a cytokinin antagonist and induces mitotic aberrations in plant cells. Nebularine exhibits cytotoxicity against plants, mammals, fungal organisms and cancer cells. Nebularine can be used in research related to fungal infections, plant growth, as well as chronic myeloid leukemia, acute lymphoblastic leukemia and breast cancer. | ||||||||||||||||||||
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- [1]. Rahman MSet al. Nebularine (9-2'-deoxy-beta-D-ribofuranosylpurine) has the template characteristics of adenine in vivo and in vitro. Mutat Res. 1997 Jul 3;377(2):263-8. [Content Brief]
- [2]. Brown, et al. "Plant cytotoxicity of nebularine (purine riboside)." Phytochemistry 37 (1994): 1589-1589.
- [3]. Pospíšilová, H., et al. Nebularine Affects Plant Growth and Development but does not Interfere with Cytokinin Signaling. J Plant Growth Regul 28, 321-330 (2009).
- [4]. Kim YS, et al. Chemical Constituents of the Fruiting Bodies of Clitocybe nebularis and Their Antifungal Activity. Mycobiology. 2008 Jun;36(2):110-3. [Content Brief]
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