Nebularine (high purity)
| Code | Size | Price |
|---|
| BVT-0304-C500 | 500 ug | £105.00 |
Quantity:
| BVT-0304-M001 | 1 mg | £170.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
9-beta-D-Ribofuranosyl-9H-purine; Purinosine; Ribosylpurine; NSC 65423; BRN 0091539
Appearance:
White to off-white solid.
CAS:
550-33-4
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Protect from light when in solution.
Hazards:
H302, H312, H319
InChi:
InChI=1S/C10H12N4O4/c15-2-6-7(16)8(17)10(18-6)14-4-13-5-1-11-3-12-9(5)14/h1,3-4,6-8,10,15-17H,2H2
InChiKey:
MRWXACSTFXYYMV-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 550-33-4. Formula: C10H12N4O4. MW: 252.2. Isolated from Streptomyces sp. 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.
MDL:
MFCD00022819
Molecular Formula:
C10H12N4O4
Molecular Weight:
252.2
Package Type:
Plastic Vial
Precautions:
P270, P280, P301, P312, P302, P352, P312
Product 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.
Purity:
>98% (HPLC; NMR)
Signal word:
Warning
SMILES:
OCC1OC(C(O)C1O)N1C=NC2=CN=CN=C12
Solubility Chemicals:
Soluble in DMSO or methanol.
Source / Host:
Isolated from Streptomyces sp.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 1 year after receipt when stored at -20°C. Store solutions at -20°C in the dark.
References
9-beta-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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