Design, synthesis and binding studies of a novel quadruple ADDA hydrogen-bond array |
| |
Authors: | Pellizzaro Maria L Barrett Simon A Fisher Julie Wilson Andrew J |
| |
Institution: | School of Chemistry, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, UK. |
| |
Abstract: | The design and synthesis of a novel ADDA hydrogen-bond array is described. The ureidodiimidazole motif (UDIM) 2 engages in interactions with complementary diamidonaphthyridine (DAN) 3 motifs with an association constant K(a) = 825 ± 16 M(-1) in chloroform. (1)H NMR and molecular modelling studies were carried out in order to explain the unexpected behaviour of this new supramolecular motif. These revealed that a combination of effects including; an energetic bias for the folded conformer, subtle differences in shape complementarity between the two components and the potential for self-association of UDIM 2 disfavour higher affinity interactions between the two components. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|