37113-42-1

Basic information

• Product Name: 9-(2-deoxypentofuranosyl)-6-(methylsulfanyl)-9H-purin-2-amine
• CAS NO: 37113-42-1
• Molecular Formula: C₁₁H₁₅N₅O₃S
• Molecular Weight: 297.3335
• Mol File: 37113-42-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 698.6°C at 760 mmHg
• Flash Point: 376.3°C
• Density: 1.85g/cm³
• Vapor Pressure: 1.73E-20mmHg at 25°C
• Refractive Index: 1.843
• CAS DataBase Reference: 9-(2-deoxypentofuranosyl)-6-(methylsulfanyl)-9H-purin-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 9-(2-deoxypentofuranosyl)-6-(methylsulfanyl)-9H-purin-2-amine(37113-42-1)
• EPA Substance Registry System: 9-(2-deoxypentofuranosyl)-6-(methylsulfanyl)-9H-purin-2-amine(37113-42-1)

Safety Data

• Hazardous Substances Data: 37113-42-1(Hazardous Substances Data)

Upstream product

• 789-61-7 2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-mercapto-9H-purine 
• 74-88-4 methyl iodide 
• 10310-21-1 2-Amino-6-chloropurin 
• 789-61-7 6-thio-2'-deoxyguanosine 
• 1198-47-6 2-amino-6-(methylsulfanyl)purine 
• 4330-21-6 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride 
• 152965-58-7 2-amino-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-6-(methylthio)purine 

Relevant articles and documents

Introduction of structural diversity into oligonucleotides containing 6-thioguanine via on-column conjugation

A method is described for the introduction of structural diversity into the thiocarbonyl group of 6-thioguanine within support-bound, fully protected oligonucleotides via 'on-column′ conjugation. 2′-Deoxy-6-thioguanosine with a chemically-labile trigger at its 6-thio function was incorporated at defined sites into chemically synthesized oligonucleotides. Following selective removal of the thio-protection group the support-immobilized oligonucleotides were conjugated with various groups on-column, and then deprotected and purified to produce a number of oligomers each containing a different modified base. Since the modification is accomplished on-column without affecting other functional and protecting groups in the oligomers this method is compatible with introducing structural diversity at multiple sites in DNA.

Post-synthetic introduction of labile functionalities onto purine residues via 6-methylthiopurines in oligodeoxyribonucleotides

Two methods are described for the preparation of oligodeoxynucleotides containing 6-methylthiopurine residues. 6-Methylthiopurine phosphoramidite (6) has been prepared and incorporated into oligomers. Methylation with methyl iodide of 6-thiopurine (or 6-thioguanine) in oligomers also exclusively produces oligomers containing 6-methylthiopurine (or 6-methylthioguanine). The methylthio group at defined purine residues in the deprotected oligomers can be oxidized selectively and converted at the final step into various functional groups including radioactive 35S-thio group, a useful tag for cross-linking studies.

Preparation of oligodeoxynucleotides containing 6-methylthiopurine residues by chemical synthesis or specific methylation

Two methods (chemical synthesis and specific methylation) are described for the preparation of oligodeoxynucleotides containing 6-methylthiopurine residues. 6-Methylthiopurine phosphoramidite (6) is prepared and incorporated into oligomers. Methylation with methyl iodide of 6-thiopurine (or 6-thioguanine) in oligonucleotides also leads to exclusive production of 6-methylthiopurine (or 6-methylthioguanine) oligomers.