메뉴 건너뛰기




Volumn 72, Issue 10, 2007, Pages 3659-3666

Independent generation of C5′-nucleosidyl radicals in thymidine and 2′-deoxyguanosine

Author keywords

[No Author keywords available]

Indexed keywords

CYANO DERIVATIVES; NUCLEOSIDES; PHYSIOLOGICAL CONCENTRATION; X-RAY CRYSTAL STRUCTURE;

EID: 34248548522     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo062518c     Document Type: Article
Times cited : (36)

References (63)
  • 31
    • 0001383634 scopus 로고    scopus 로고
    • The availability of 7 offers a pathway for accessing the corresponding phosphoramidites, required for modified oligonucleotide synthesis. Nevertheless, it is apparent that the secondary hydroxyl at the 5′-position will require modified conditions for protection, deprotection, and reactivity. Similar problems have been tackled by other researchers, and alternatives to the DMT group, e.g., levulinic acid, have been reported (see: Romieu, A.; Gasparutto, D.; Cadet, J. J. Chem. Soc., Perkin Trans. 1 1999, 1257-1263).
    • The availability of 7 offers a pathway for accessing the corresponding phosphoramidites, required for modified oligonucleotide synthesis. Nevertheless, it is apparent that the secondary hydroxyl at the 5′-position will require modified conditions for protection, deprotection, and reactivity. Similar problems have been tackled by other researchers, and alternatives to the DMT group, e.g., levulinic acid, have been reported (see: Romieu, A.; Gasparutto, D.; Cadet, J. J. Chem. Soc., Perkin Trans. 1 1999, 1257-1263).
  • 43
    • 34248513673 scopus 로고    scopus 로고
    • Although the diastereomer of 13 could not be isolated in the deoxy series, we were able to isolate both diastereomers in the ribo series results not presented, whereas an anisotropy effect was observed in only one of the two diastercomers
    • Although the diastereomer of 13 could not be isolated in the deoxy series, we were able to isolate both diastereomers in the ribo series (results not presented), whereas an anisotropy effect was observed in only one of the two diastercomers.
  • 45
    • 34248557802 scopus 로고    scopus 로고
    • In the presence of BF3Et2O, only the 3′-TBDMS group was chemoselectively removed, thus offering a means of accessing the corresponding phosphoramidite.31
    • 31
  • 51
    • 34248551836 scopus 로고    scopus 로고
    • In recent studies of 8-bromo-2′-deoxyguanosine photolysis or 2′-deoxyguanosine radiolysis, the cyclization of the fully deprotected 2′-deoxyguanosin-5′-yl radical in aqueous media has been observed (Chatgilialoglu, C.; Bazzanini, R.; Jimenez, L. B.; Miranda, M. A., unpublished results).
    • In recent studies of 8-bromo-2′-deoxyguanosine photolysis or 2′-deoxyguanosine radiolysis, the cyclization of the fully deprotected 2′-deoxyguanosin-5′-yl radical in aqueous media has been observed (Chatgilialoglu, C.; Bazzanini, R.; Jimenez, L. B.; Miranda, M. A., unpublished results).
  • 62
    • 0004150157 scopus 로고    scopus 로고
    • version; University of Göttingen: Germany
    • Sheldrick, G. M. SHELXL-97, 97-2 version; University of Göttingen: Germany.
    • SHELXL-97 , pp. 97-92
    • Sheldrick, G.M.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.