Synthesis of compounds based on a dimesitylmethane scaffold and representative binding studies showing di- vs monosaccharide preference
Synthesis of compounds based on a dimesitylmethane scaffold and representative binding studies showing di- vs monosaccharide preference
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DOI：
10.1016/j.tet.2014.09.016
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发表时间：
2014-11-11
期刊：
影响因子：
2.1
通讯作者：
Mazik, Monika
中科院分区：
文献类型：
--
作者：
Koch, Niklas;Rosien, Jan-Ruven;Mazik, Monika
制备了基于二甲基甲烷的化合物9-17，其包含四个能够充当氢键位点的基团，例如吡唑、嘧啶、咪唑、吲哚和氨烷基基团，并测试了它们与所选碳水化合物络合的能力。四取代的二甲基甲烷支架为二糖封装提供了正确形状和尺寸的空腔，并且其芳香族单元能够参与CH-pi与糖底物的相互作用。首次结合研究证实了此类化合物预期的二糖与单糖结合偏好以及它们与麦芽糖苷形成强复合物的倾向。 (C) 2014 Elsevier Ltd. 保留所有权利。
Dimesitylmethane-based compounds 9-17, incorporating four groups capable of serving as hydrogen bonding sites, such as pyrazole, pyrimidine, imidazole, indole and aminoalkyl groups, were prepared and their ability to complex selected carbohydrates tested. The tetrasubstituted dimesitylmethane scaffold provides a cavity of a correct shape and size for disaccharide encapsulation and its aromatic units are able to participate in CH-pi interactions with the sugar substrate. First binding studies confirmed the expected di- vs monosaccharide binding preference of this type of compounds and their tendency to form strong complexes with maltoside. (C) 2014 Elsevier Ltd. All rights reserved.