224946-82-1Relevant articles and documents
Synthesis of N7-Alkyl-9-deaza-2′-deoxyguanosines Containing Polar N7 Chains. Examples of Chemically Stable Analogues of N7-Hydroxyethyl and N7-Oxoethyl Adducts of 2′-Deoxyguanosine
Gao, Xun,Huang, Haidong
, p. 11697 - 11705 (2016)
Development of chemically stable analogues of unstable DNA lesions enables accurate study of polymerase bypass. We report the design and synthesis of N7-hydroxyethyl-9-deaza-2′-deoxyguanosine and N7-oxoethyl-9-deaza-2′-deoxyguanosine as the analogues of N7-hydroxyethyl-2′-deoxyguanosine and N7-oxoethyl-2′-deoxyguanosine, respectively. We also developed the synthesis of these two nucleosides whose N7 side chains are protected by TBS for the convenience of conversion to phosphoramidites.
Synthesis of a novel C-nucleoside, 2-amino-7-(2-deoxy-β-D-erythro- pentofuranosyl)-3H,5H-pyrrolo-[3,2-d]pyrimidin-4one (2'-deoxy-9- deazaguanosine)
Gibson, Eric S.,Lesiak, Krystyna,Watanabe, Kyoichi A.,Gudas, Lorraine J.,Pankiewicz, Krzysztof W.
, p. 363 - 376 (2007/10/03)
A synthesis of the C-nucleoside, 2-amino-7-(2-deoxy-β-D- erythropentofuranosyl)-3H,5H-pyrrolo[3,2-d]pyrimidin-4-one (9-deaza-2'- deoxyguanosine) was achieved starting from 2-amino-6-methyl-3H-pyrimidin-4- one (5) and methyl 2-deoxy-3,5-di-O-(p-nitrobenzoyl)-D-erythro-pento- furanoside (11). The anomeric configuration of the C-nucleoside was established by 1H NMR, NOEDS and ROESY. This C-nucleoside did not inhibit the growth of T-cell lymphoma cells.