Specific complexation of disaccharides with diphenyl-3,3′-diboronic acid that can be detected by circular dichroism

@article{Kondo1992SpecificCO,
  title={Specific complexation of disaccharides with diphenyl-3,3′-diboronic acid that can be detected by circular dichroism},
  author={K. Kondo and Y. Shiomi and Miwako Saisho and T. Harada and S. Shinkai},
  journal={Tetrahedron},
  year={1992},
  volume={48},
  pages={8239-8252}
}
Abstract For the development of new receptor molecules that can recognize sugar molecules, we synthesized diphenyl-3,3′-diboronic acid (2). The distance between the two boronic acids in 2 is designed so that it can selectively form cyclic 1:1 complexes with disaccharides. It was shown that 2 forms 1:1 complexes with several disaccharides and gives the characteristic exciton coupling in CD spectroscopy owing to immobilization of the two phenyl rings. Thus, the absolute configuration was… Expand
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TLDR
Most saccharides resolved the enantiomers of atropisomeric 1,1'-binaphthyl-2,2'-diyl hydrogen phosphate (BDHP) depending on the type (alpha or beta) and position of the linkage between monosaccharides. Expand
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For the development of receptor molecules that can recognize sugar molecules, we newly synthesized 2,2'-dimethoxydiphenylmethane-5,5'-diboronic acid (2). It was shown that in the presence of 2,Expand
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