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Title: Positive and negative allosteric effects of thiacalix[4]arene-based receptors having urea and crown-ether moieties
Authors: Tomiyasu, Hirotsugu
Zhao, Jiang-Lin
Ni, Xin-Long
Zeng, Xi
Elsegood, Mark R.J.
Jones, Beth
Redshaw, Carl
Teat, Simon J.
Yamato, Takehiko
Issue Date: 2015
Publisher: © The Royal Society of Chemistry
Citation: TOMIYASU, H. ...et al., 2015. Positive and negative allosteric effects of thiacalix[4]arene-based receptors having urea and crown-ether moieties. RSC ADVANCES, 5(19), pp.14747-14755.
Abstract: Heteroditopic receptors (4a~e) based on a thiacalix[4]arene in the 1,3-alternate conformation, which have two urea moieties linking various phenyl groups substituted with either electron-donating or -withdrawing groups at their m-, or p-positions with a crown-ether moiety at the opposite side of thiacalix[4]arene cavity, have been synthesized. The two examples with p-CH3- (4b) and p-NO2-substituted (4e) (phenyl groups have been characterized by X-ray crystallography. The binding property of receptors 4e was investigated by means of 1H NMR spectroscopic and absorption titration experiments in CHCl3–DMSO (10:1, v/v) solution in the presence of K+ ion and various anions. Interestingly, it was found that receptor 4e, which possesses two p-nitrophenyl ureido moieties, can complex most efficiently in the urea cavity or the crown-ether moiety; and the plausible allosteric effect of receptor 4e was also studied.
Description: This paper was published as Open Access under a Creative Commons Attribution 3.0 Unported Licence.
Sponsor: The authors acknowledge financial and logistic support from the Flemish Research Foundation (FWO). Stijn Van Malderen is a PhD fellow of the FWO. Amy Managh acknowledges financial support through a Loughborough University Enterprise Fellowship (Engineering and Physical Sciences Research Council, Impact Acceleration Account).
Version: Published
DOI: 10.1039/c4ra15905e
URI: https://dspace.lboro.ac.uk/2134/18637
Publisher Link: http://dx.doi.org/10.1039/c4ra15905e
ISSN: 2046-2069
Appears in Collections:Published Articles (Chemistry)

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