Nebularine (high purity)

More Information
Product Details
Synonyms	9-β-D-Ribofuranosyl-9H-purine; Purinosine; Ribosylpurine; NSC 65423; BRN 0091539
Product Type	Chemical
Properties
Formula	C₁₀H₁₂N₄O₄
MW	252.2
CAS	550-33-4
Source/Host Chemicals	Isolated from Streptomyces sp.
Purity Chemicals	≥98% (HPLC; NMR)
Appearance	White to off-white solid.
Solubility	Soluble in DMSO or methanol.
Identity	Determined by ¹H-NMR.
Declaration	Manufactured by BioViotica.
InChi Key	MRWXACSTFXYYMV-UHFFFAOYSA-N
Smiles	OCC1OC(C(O)C1O)N1C=NC2=CN=CN=C12
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Protect from light when in solution.
Use/Stability	Stable for at least 1 year after receipt when stored at -20°C. Store solutions at -20°C in the dark.
Documents
MSDS	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Description

Nucleoside analog.
Cytotoxic. DNA, RNA and protein synthesis inhibitor.
Shows anticancer activity.
Anti-mycobacterial. Has tuberculostatic activity.
Antifungal activity.
Antiviral (anti-Herpes).
Adenosine deaminase inhibitor.
Can be used to analyze structure determinants of DNA that are recognized by DNA repair enzymes, to locate triple helices at G-C sequences or as an universal base, which can bind to all four of the nucleosides of DNA.

Product References

9-β-D-ribofuranosylpurine from a Streptomycete: K. Isono & S. Suzuki; J. Antibiot. 13, 270 (1960)
Structural requirements of nucleosides for binding by adenosine deaminase: J.G. Cory & R. Suhadolnik; Biochem. 4, 1729 (1965)
Effects of purine riboside on nucleic acid synthesis in ascites cells: V. Bohr; Biochim. Biophys. Acta 519, 125 (1978)
Treatment of mouse neoplasms with high doses of tubercidin: T.P. Lynch, et al.; Cancer Res. 41, 3200 (1981)
Structure-activity relationship of ligands of human plasma adenosine deaminase 2: J.G. Niedzwicki & D.R. Abernethy; Biochem. Pharmacol. 41, 1615 (1991)
Nebularine (9-2'-deoxy-beta-D-ribofuranosylpurine) has the template characteristics of adenine in vivo and in vitro: M.S Rahman & M.Z. Humayun; Mutat. Res. 377, 263 (1997)
Virtual combinatorial syntheses and computational screening of new potential anti-herpes compounds: J.V. de Julian-Ortiz, et al.; J. Med. Chem. 42, 3308 (1999)
Synthesis and stability of GNRA-loop analogs: K. Worner, et al.; Helv. Chim. Acta 82, 2094 (1999)
Chemical constituents of the fruiting bodies of Clitocybe nebularis and their antifungal activity: Y.-S. Kim, et al.; Mycobiol. 36,110 (2008)
Investigations into the origin of the molecular recognition of several adenosine deaminase inhibitors: I. Gillerman & B. Fischer; J. Med. Chem. 54, 107 (2011)

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