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U‐Shaped Conformation of Alkyl Chains Bound to a Synthetic Host
Author(s) -
Ko Young Ho,
Kim Hyunuk,
Kim Youngkook,
Kim Kimoon
Publication year - 2008
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.200800581
Subject(s) - van der waals force , alkyl , chemistry , strain (injury) , fatty acid , stereochemistry , hydrophobic effect , side chain , crystallography , molecule , organic chemistry , biology , polymer , anatomy
Taking it in turn : Despite the high internal strain, the long aliphatic chains of alkyltrimethylammonium ions buried deeply inside the cucurbit[8]uril (CB[8]) cavity adopt a U‐shaped conformation (see X‐ray structure), which is stabilized by electrostatic and van der Waals interactions with the carbonyl‐laced portal and hydrophobic cavity of CB[8]. This conformation is similar to that of fatty acids bound to fatty acid binding proteins.