550-33-4
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. | Nom du produit | Pureté | 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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6-Methyl-9-(β-D-xylofuranosyl)purine | 6-Methyl-9-(β-D-xylofuranosyl)purine is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc. | |||||||||||||||||||||
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9-(2’-Deoxy-2’-fluoro-β-D-arabinofuranosyl)-9H-purine | 9-(2’-Deoxy-2’-fluoro-β-D-arabinofuranosyl)-9H-purine is a purine nucleoside analogue. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc. | |||||||||||||||||||||
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9-(3-Deoxy-3-fluoro-beta-D-ribofuranosyl)-9H-Purine | 9-(3-Deoxy-3-fluoro-beta-D-ribofuranosyl)-9H-Purine is a purine nucleoside analogue. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc. | |||||||||||||||||||||
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2-Methoxy-9-β-D-ribofuranosyl-9H-purine | 2-Methoxy-9-β-D-ribofuranosyl-9H-purine is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc. | |||||||||||||||||||||
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2-Chloro-9-(beta-D-ribofuranosyl)purine | 97.14% | 2-Chloro-9-(beta-D-ribofuranosyl)purine is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc. | ||||||||||||||||||||
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Adenosine-13C5 | 99.9% | Adenosine-13C5 is the 13C labeled Adenosine. Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiology, including neuronal activity, vascular function, platelet aggregation, and blood cell regulation. | ||||||||||||||||||||
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Adenosine-15N5 | 99.9% | Adenosine-15N5 (Adenine riboside-15N5; D-Adenosine-15N5) is the 15N labled Adenosine (HY-B0228). Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiology, including neuronal activity, vascular function, platelet aggregation, and blood cell regulation. | ||||||||||||||||||||
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Chloropurine riboside | 98.12% | Chloropurine (6-Chloropurine) riboside is an analog of Adenosine (HY-B0228). Chloropurine riboside acts as a chemical modifier for affinity labeling of RNase A. Chloropurine riboside exhibits antibacterial activity and can be used in studies related to citrus Huanglongbing (HLB). | ||||||||||||||||||||
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6-Methylpurine riboside | 99.79% | 6-Methylpurine riboside (6-MPR) is an antibiotic extracted from the culture medium of the basidiomycete fungi Collybia dryophilia and Collybia maculata. 6-Methylpurine riboside possesses antifungal, antiviral, and antitumor activities. | ||||||||||||||||||||
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2-Amino-9-β-D-ribofuranosylpurine | 99.71% | (2R,3R,4S,5R)-2-(2-amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol (9-pentofuranosyl-9H-purin-2-amine) is a purine nucleoside analogue. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc. | ||||||||||||||||||||
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References
- [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]
