177162-17-3

Basic information

• Product Name: 2-amino-7-[2-deoxy-3,5-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl]-6-methoxy-7H-purine
• CAS NO: 177162-17-3
• Molecular Weight: 517.541
• Mol File: 177162-17-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-amino-7-[2-deoxy-3,5-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl]-6-methoxy-7H-purine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-7-[2-deoxy-3,5-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl]-6-methoxy-7H-purine(177162-17-3)
• EPA Substance Registry System: 2-amino-7-[2-deoxy-3,5-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl]-6-methoxy-7H-purine(177162-17-3)

Safety Data

• Hazardous Substances Data: 177162-17-3(Hazardous Substances Data)

Upstream product

• 4330-21-6 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride 
• 20535-83-5 O-methylguanine 

Relevant articles and documents

N7-DNA: Synthesis and base pairing of oligonucleotides containing N7-(2-deoxy-β-D-erythro-pentofuranosyl)guanine (N7G(d))

The synthesis of oligonucleotides containing N7-(2-deoxy-β-D-erythro-pentofuranosyl)guanine (N7G(d); 1) is described. Compound 1 was prepared by nucleobase-anion glycosylation of 2-amino-6-methoxypurine (5) with 2-deoxy-3,5-di-O-(4-toluoyl)-α-D-erythro-pentofuranosyl chloride (6) followed by detoluoylation and displacement of the MeO group (8 → 10 → 1). Upon base protection with the (dimethylamino)methylidene residue (→ 11) the 4,4-dimethoxytrityl group was introduced at OH-C(5') (→ 12). The phosphonate 3 and the phosphoramidite 4 were prepared and used in solid-phase oligonucleotide synthesis. The self-complementary dodecamer d(N7G-C)6 shows sigmoidal melting. The T(m) of the duplex is 40°. This demonstrates that guanine residues linked via N(7) of purine to the phosphodiester backbone are able to undergo base pairing with cytosine.