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Self‐Sorting of Two Hydrocarbon Receptors with One Carbonaceous Ligand
Author(s) -
Matsuno Taisuke,
Sato Sota,
Yokoyama Atsutoshi,
Kamata Sho,
Isobe Hiroyuki
Publication year - 2016
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201609444
Subject(s) - van der waals force , homomeric , supramolecular chemistry , chemistry , chemical physics , intermolecular force , ligand (biochemistry) , sorting , non covalent interactions , molecular recognition , van der waals surface , hydrogen bond , nanotechnology , receptor , molecule , van der waals radius , crystallography , materials science , computer science , crystal structure , organic chemistry , biochemistry , protein subunit , programming language , gene
Non‐directional van der Waals forces in biological and synthetic supramolecular systems play important roles in molecular assembly, particularly in determining the distances of the interacting species. The van der Waals forces are normally used in combination with other directional forces and are considered to play a secondary role in achieving specificity and fidelity in molecular recognition. Using an ideal supramolecular system consisting solely of hydrogen and carbon atoms, we found that the van der Waals interactions enable the high‐fidelity sorting of two homomeric receptors during ligand‐induced assembly. The self‐sorting occurred in a narcissistic manner by repulsion of a competing diastereoisomeric receptor from the assembly. The structure–sorting relationship study with enantiomers further revealed the dominant role of the van der Waals forces in shape recognition for high‐fidelity self‐sorting.