141771-78-0

Basic information

• Product Name: 6-Chloro-2'-deoxyguanosine
• Synonyms: 6-Chloro-2'-deoxyguanosine;6-Chloro-9-(2-deoxy-beta-L-erythro-pentofuranosyl)-9H-purin-2-amine;6-Chloro-9-(2-deoxy-b-L-erythro-pentofuranosyl)-9H-purin-2-amine
• CAS NO: 141771-78-0
• Molecular Formula: C10H13ClN5O4
• Molecular Weight: 302.69432
• Mol File: 141771-78-0.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-Chloro-2'-deoxyguanosine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chloro-2'-deoxyguanosine(141771-78-0)
• EPA Substance Registry System: 6-Chloro-2'-deoxyguanosine(141771-78-0)

Safety Data

• Hazardous Substances Data: 141771-78-0(Hazardous Substances Data)

Upstream product

• 35095-93-3 2-Amino-6-chloro-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)purine 
• 961-07-9 2'-Deoxyguanosine 
• 69992-10-5 3',5'-di-O-acetyl-2'-deoxyguanosine 
• 69992-11-6 2-amino-6-chloro-9-[(3’,5’-di-O-acetyl-2’-deoxy)-β-D-ribofuranosyl]purine 
• 2004-07-1 2-Amino-6-chloropurine riboside 
• 749244-34-6 2-amino-6-chloro-9-(2-O-tosyl-β-D-ribofuranosyl)purine 
• 133519-71-8 9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-chloro-9H-purin-2-ylamine 
• 10310-21-1 2-Amino-6-chloropurin 
• 4330-21-6 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride 
• 50-89-5 thymidine 

Downstream Products

• 122970-38-1 2-Iodo-2',3'-dideoxyadenosine 

Relevant articles and documents

6-Substituted 2-Aminopurine-2′-deoxyribonucleoside 5′-Triphosphates that Trace Cytosine Methylation

Gene expression is extensively regulated by the occurrence and distribution of the epigenetic marker 2′-deoxy 5-methylcytosine (5mC) in genomic DNA. Because of its effects on tumorigenesis there is an important link to human health. In addition, detection of 5mC can serve as an outstanding biomarker for diagnostics as well as for disease therapy. Our previous studies have already shown that, by processing O6-alkylated 2′-deoxyguanosine triphosphate (dGTP) analogues, DNA polymerases are able to sense the presence of a single 5mC unit in a template. Here we present the synthesis and evaluation of an extended toolbox of 6-substituted 2-aminopurine-2′-deoxyribonucleoside 5′-triphosphates modified at position 6 with various functionalities. We found that sensing of 5-methylation by this class of nucleotides is more general, not being restricted to O6-alkyl modification of dGTP but also applying to other functionalities.

Synthesis of 6-arylthio analogs of 2′,3′-dideoxy-3′- fluoroguanosine and their effect against hepatitis B virus replication

A key compound, 2-amino-6-chloro-9-(2,3-dideoxy-3-fluoro-β-D- erythro-pentofuranosyl)purine, was prepared from 2-amino-6-chloropurine riboside in 5 steps, then subjected to the nucleophilic displacement with benzenethiols to afford 6-arylthio congeners. These compounds showed a similar anti-HBV effect to that of 2′,3′-dideoxy-3′-fluoroguanosine. Copyright Taylor & Francis Group, LLC.

Enzymatic synthesis of 2'-deoxyguanosine with nucleoside deoxyribosyltransferase-II.

Nucleoside deoxyribosyltransferase-II (NdRT-II) of Lactobacillus helveticus, which catalyzes the transfer of a glycosyl residue from a donor deoxyribonucleoside to an acceptor base, has a broad specificity for the acceptor bases. Six-substituted purines were found to be substrates as acceptor bases for NdRT-II. Using this property of the enzyme, we established a practical procedure for enzymatic synthesis of 2'-deoxyguanosine (dGuo), consisting of the transglycosylation from thymidine to 6-substituted purine (2-amino-6-chloropurine; ACP) instead of natural guanine and the conversion of 2-amino-6-chloropurine-2'-deoxyriboside (ACPdR) to dGuo with bacterial adenosine deaminase. Through the successive reactions, dGuo was synthesized in high yield.