50704-48-8

Usage

InChI:InChI=1/C14H21N5O4/c1-2-3-4-22-13-11-12(17-14(15)18-13)19(7-16-11)10-5-8(21)9(6-20)23-10/h7-10,20-21H,2-6H2,1H3,(H2,15,17,18)/t8-,9+,10+/m0/s1

Upstream product

• 82921-42-4 2'-deoxy-N²-isobutyrylguanosine 3',5'-diisobutyrate 
• 82921-43-5 2-N-3',5'-O-triisobutyryl-6-O-(2,4,6-triisopropylbenzenesulfonyl)-2'-deoxyguanosine 
• 76412-62-9 NU₂₀₅₂ 
• 4330-21-6 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride 
• 82934-35-8 O⁶-butyl-2'-deoxy-N²-isobutyrylguanosine 

Relevant academic research and scientific papers

98. Studies on the Base-Pairing Properties of N7-(2-Deoxy-β-D-erythro-pentofuranosyl)guanine (N7Gd)

The base-pairing properties of N7-(2-deoxy-β-D-erythro-pentofuranosyl)guanine (N7Gd; 1) are investigated. The nucleoside 1 was obtained by nucleobase-anion glycosylation. The glycosylation reaction of various 6-alkoxypurin-2-amines 3a-i with 2-deoxy-3,5-di-O-(4-toluoyl)-α-D-erythro-pentofuranosyl chloride (8) was studied. The N9/N7-glycosylation ratio was found to be 1:1 when 6-isopropoxypurin-2-amine (3d) was used, whereas 6-(2-melhoxyethoxy)purin-2-amine (3i) gave mainly the N9-nucleoside (2:1). Oligonucleotides containing compound 1 were prepared by solid-phase synthesis and hybridized with complementary strands having the four conventional nucleosides located opposite to N7Gd. According to Tm values and enthalpy data of duplex formation, a base pair between N7Gd and dG is suggested. From the possible N7Gd · dG base pair motives, Hoogsteen pairing can be excluded as 7-deaza-2′-deoxyguanosine forms the same stable base pair with N7Gd as dG.