6-Chloropurineriboside

6-Chloropurineriboside Structure
6-Chloropurineriboside structure
Common Name 6-Chloropurineriboside
CAS Number 5399-87-1 Molecular Weight 286.67
Density 2.0±0.1 g/cm3 Boiling Point 614.8±65.0 °C at 760 mmHg
Molecular Formula C10H11ClN4O4 Melting Point 161-163ºC (dec.)
MSDS USA Flash Point 325.6±34.3 °C

Evidence on the existence of a purine ligand induced conformational change in the active site of bovine pancreatic ribonuclease A studied by proton nuclear magnetic resonance spectroscopy.

Biochemistry 21(18) , 4290-7, (1982)

The titration curves of the C-2 histidine protons of RNase A and of derivative II--a covalent derivative obtained by reaction of the enzyme with the halogenated nucleotide 9-beta-D-ribofuranosyl-6-chloropurine 5'-phosphate--in the presence of a number of puri...

Synthesis, biological evaluation and molecular modeling studies of N6-benzyladenosine analogues as potential anti-toxoplasma agents.

Biochem. Pharmacol. 73 , 1558-1572, (2007)

Toxoplasma gondii is an opportunistic pathogen responsible for toxoplasmosis. T. gondii is a purine auxotroph incapable of de novo purine biosynthesis and depends on salvage pathways for its purine requirements. Adenosine kinase (EC.2.7.1.20) is the major enz...

Synthesis and biological evaluation of nucleoside analogues having 6-chloropurine as anti-SARS-CoV agents.

Bioorg. Med. Chem. Lett. 17 , 2470-3, (2007)

Nucleoside analogues that have 6-chloropurine as the nucleobase were synthesized and evaluated for anti-SARS-CoV activity by plaque reduction and yield reduction assays in order to develop novel anti-SARS-CoV agents. Among these analogues, two compounds, name...

[Substrate specificity of T4 RNA-ligase: the role of a purine nucleotide base in forming a covalent AMP-RNA-ligase complex].

Biokhimiia 58 , 857-865, (1993)

The NTP binding site of bacteriophage T4 RNA-ligase (EC 6.5.1.3) was studied using several ATP analogs modified in the purine moiety of the nucleotide at positions 1, 2, 6 and 8: adenosine-N'-oxide 5'-triphosphate (I), 6-chloropurine riboside 5'-triphosphate ...

Introduction of a benzoyl group onto 6-chloropurine riboside in aqueous solution and its application to the synthesis of nucleoside derivatives.

Nucleic Acids Symp. Ser. 44 , 103-104, (2000)

A benzoyl group was introduced onto the 3'-hydroxyl group of 6-chloropurine riboside by treatment with benzoic anhydride in the presence of a base in aqueous solution. The product (3b) was converted to 9-(2,3-Di-deoxy-2-fluoro-beta-D-threo-pentofuranosyl)aden...

Crystal structure of human type II inosine monophosphate dehydrogenase: implications for ligand binding and drug design.

Proc. Natl. Acad. Sci. U. S. A. 96 , 3531-3536, (1999)

Inosine monophosphate dehydrogenase (IMPDH) controls a key metabolic step in the regulation of cell growth and differentiation. This step is the NAD-dependent oxidation of inosine 5' monophosphate (IMP) to xanthosine 5' monophosphate, the rate-limiting step i...

Nucleotide binding and affinity labelling support the existence of the phosphate-binding subsite p2 in bovine pancreatic ribonuclease A.

Biochim. Biophys. Acta 953 , 70-78, (1988)

When the reaction of bovine pancreatic ribonuclease A with 6-chloropurine riboside 5'-monophosphate was carried out in the presence of several natural mononucleotides, a decrease of 25-75% was found in the amount of the reaction product derivative II (the mai...

Purification and characterization of intestinal adenosine deaminase from mice.

Mol. Cell Biochem. 204 , 127-134, (2000)

Adenosine deaminase (ADA) was isolated from small intestine of mice and purified to utmost homogeneity. SDS-PAGE of purified ADA gave a molecular weight of 41 kDa. Western blot analyses gave a single reactive band at 41 kDa and the other band was an associate...

Lithiation-based silylation and stannylation of 6-chloro-9-(beta-D-ribofuranosyl)purine.

Nucleic Acids Symp. Ser. (34) , 155-6, (1995)

Reaction of the lithiated species of 9-(2,3,5-tris-O-tert-butyldimethylsilyl-beta-D-ribofuranosyl)-6-chloropu rine with Me3SiCl or Bu3SnCl was found to furnish the corresponding C-2 substituted product, as a result of silyl or stannyl migration from C-8 to C-...

5'-O-masked 2'-deoxyadenosine analogues as lead compounds for hepatitis C virus (HCV) therapeutic agents.

Bioorg. Med. Chem. 15 , 6882-92, (2007)

On the basis of our previous study on antiviral agents against the severe acute respiratory syndrome (SARS) coronavirus, a series of nucleoside analogues whose 5'-hydroxyl groups are masked by various protective groups such as carboxylate, sulfonate, and ethe...