Structural Effects on the Stability of Some Hydrogen-Bonded Complexes with Nucleobases

✍ Scribed by Lianhe Yu; Hans-Jörg Schneider

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 406 KB
• Volume: 1999
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/(sici)1099-0690(199907)1999:7<1619::aid-ejoc1619>3.0.co;2-#

✦ Synopsis

The effect that additional groups flanking the hydrogen bond stabilization by a C-H-π interaction; in line with this the complex shows small upfield NMR shifts for the terminal donor/acceptor arrays have on the association constants (K a ) of complexes of chloroform-soluble thymine and adenine methyl groups. Four other receptors were prepared which could, in principle, form hydrogen bonds with all donor/ derivatives has been investigated by NMR shift titration. Constants for thymine and 2,6-diaminoacyl pyridine acceptor sites of adenine; NMR titrations, however, showed very low complexation energies, probably due to deviations derivatives, in which the acyl group bears either (CH 2 ) n R or some other substituent, vary greatly. The peak value of K a = from the ideal hydrogen bond geometry necessary to form stronger complexes. 1130 M -1 occurs for n = 2 and R = phenyl. Computer modeling with CHARMm suggests that this is due to a weak additional ing effects), are described, secondly, the first attempts to