4',6'-METHANO CARBOCYCLIC THYMIDINE - A CONFORMATIONALLY CONSTRAINED BUILDING-BLOCK FOR OLIGONUCLEOTIDES

被引:153
作者
ALTMANN, KH [1 ]
KESSELRING, R [1 ]
FRANCOTTE, E [1 ]
RIHS, G [1 ]
机构
[1] CIBA GEIGY AG,CENT RES LABS,DEPT PHYS,CH-4002 BASEL,SWITZERLAND
关键词
D O I
10.1016/0040-4039(94)85212-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of the title compound I has been accomplished in 20 chemical steps starting from D-ribonolactone. X-ray crystallography shows the bicyclic skeleton of 1 to adopt a boat-like (''2'-exo'') conformation and preliminary hybridization data indicate that the substitution of 1 for natural thymidine in DNA/RNA heteroduplexes may increase their thermodynamic stability.
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页码:2331 / 2334
页数:4
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