Convergent functional groups. 13. High-affinity complexation of adenosine derivatives within induced binding pockets

…, G Deslongchamps, J de Mendoza…

文献索引：Conn, M. Morgan; Deslongchamps, Ghislain; De Mendoza, Javier; Rebek Jr., Julius Journal of the American Chemical Society, 1993 , vol. 115, # 9 p. 3548 - 3557

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被引用次数: 118

摘要

Abstract: Receptors based upon 3, 6-diaminocarbazole have been synthesized that bind to adenosine derivatives with an interaction energy of approximately 8 kcal/mol in CDC13 and over 3 kcal/mol in CD30D. The purine nucleus is bound within a cavity by simultaneous Watson-Crick and Hoogsteen base-pairing, hydrogen bonding to N3, and stacking on both of its aromatic faces. Hydrogen bond interactions can be estimated at approximately 0.5- ...