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Enantioselective Activity of Hemin in Supramolecular Gels Formed by Co-Assembly with a Chiral Gelator.
ChemPlusChem ( IF 3.4 ) Pub Date : 2018-10-24 , DOI: 10.1002/cplu.201800390
Song Wang 1, 2 , Hejin Jiang 1, 2 , Li Zhang 1 , Jian Jiang 3 , Minghua Liu 1, 2, 3
Affiliation  

Supramolecular co-assembly provides an efficient way to combine structural and functional units through noncovalent interactions and produce materials with enhanced performance. Here, using a chiral amphiphilic histidine derivative (LHC18 or DHC18) as a gelator, we have successfully co-assembled the gelator and hemin through gelation. During the co-assembly, the chiral information of the gelator was transcribed into the assemblies, and thus right- and left-handed helical ribbons from LHC18-Hemin and DHC18-Hemin co-assemblies were obtained, respectively, which were confirmed by CD spectra and SEM observations. These helical ribbons were used as artificial enzymes to catalyse the oxidation reaction of 3,4-dihydroxy-L-phenylalanine (L-DOPA). The catalytic activity of hemin in supramolecular gels can be effectively enhanced over that of free hemin. Moreover, by virtue of induced chirality, the supramolecular gels of LHC18-Hemin and DHC18-Hemin exhibited obvious enantioselective activity. This work provides a way to combine chirality transfer and supramolecular asymmetric catalysis.

中文翻译:

血红素在与手性胶凝剂共组装形成的超分子凝胶中的对映选择性活性。

超分子共组装提供了一种有效的方法,可以通过非共价相互作用将结构单元和功能单元结合在一起,从而生产出性能更高的材料。在这里,使用手性两亲性组氨酸衍生物(LHC18或DHC18)作为胶凝剂,我们已经成功地通过胶凝作用将胶凝剂和血红素共组装。在组装过程中,将胶凝剂的手性信息转录到组装过程中,从而分别获得了LHC18-Hemin和DHC18-Hemin组装体的右旋螺旋带和左旋螺旋带,并通过CD光谱进行了确认。和SEM观察。这些螺旋带用作人工酶,以催化3,4-二羟基-L-苯丙氨酸(L-DOPA)的氧化反应。血红素在超分子凝胶中的催化活性可以比游离血红素的催化活性得到有效增强。此外,由于诱导的手性,LHC18-Hemin和DHC18-Hemin的超分子凝胶表现出明显的对映选择性活性。这项工作提供了一种方法,将手性转移和超分子不对称催化相结合。
更新日期:2018-10-24
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