Synthesis of modified nucleosides for incorporation of formyletheno and carboxyetheno adducts of adenine nucleosides into oligonucleotides.
Three protected derivatives of 1,N(6)-ethenoadenine nucleosides, viz. 3-[5-O-(4,4'-dimethoxytrityl) of 7-formyl-(1) and 7-(1,2-diacetyloxypropyl)-2'-deoxyadenosine (2), and 3-[5-O-(4,4'-dimethoxytrityl)-2-O-(tert-butyldimethylsilyl)-7-(ethoxycarbonyl)adenosine (3), expected to allow introduction of formyletheno and carboxyethenoadenine adducts into oligonucleotides by the conventional phosphoramidite chemistry, have been synthesized.
Koissi
Niangoran
N
Department of Chemistry, University of Turku, Turku, Finland. koissi@gmail.com
Lönnberg
Harri
H
D000085:Acetates / Q000737:chemistry; D000241:Adenosine / Q000031:analogs & derivatives* / Q000737:chemistry; D005563:Formic Acid Esters / Q000737:chemistry; D006842:Hydrocarbons, Brominated / Q000737:chemistry; D015394:Molecular Structure; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry
D000085:Acetates; D005563:Formic Acid Esters; D006842:Hydrocarbons, Brominated; D009841:Oligonucleotides; D009943:Organophosphorus Compounds; C434331:phosphoramidite; C510888:ethyl formate; C010144:ethyl bromoacetate; D000241:Adenosine