404839-91-4

Upstream product

• 21090-30-2 3'-O-acetylthymidine 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 404839-87-8 (2R,3S,5R)-5-(6-Amino-2-azido-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-ol 
• 404839-72-1 2,4,6-Trimethyl-benzenesulfonic acid 2-amino-9-((2R,4S,5R)-4-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl ester 
• 404839-78-7 2,4,6-Trimethyl-benzenesulfonic acid 2-azido-9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl ester 
• 404839-80-1 2-azido-9-(2-deoxy-β-D-erythro-pentofuranosyl)adenine 
• 129184-64-1 3',5'-O-bis(trimethylsilyl)deoxyguanosine 
• 961-07-9 2'-Deoxyguanosine 

Relevant academic research and scientific papers

Synthesis and properties of 2-azidodeoxyadenosine and its incorporation into oligodeoxynucleotides

2-Azidodeoxyadenosine (7) was conveniently synthesized from deoxyguanosine (2) by use of a combined reagent of TMSN3-BuONO. The structure of the tautomer of the azido derivative was determined by 1H NMR. Reaction of 7 with iPr2NP(OEt)2 gave an intermediate 10 of the Staudinger reaction. Incorporation of 7 into a DNA 13mer resulted in a significant decrease of the Tm value of the DNA duplex upon hybridization with the complementary strand. The thermal stability was discussed based on the hydrogen bond energy and electrostatic repulsion.