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Tweezers with Different Bite: Increasing the Affinity of Synthetic Receptors by Varying the Hinge Part
Author(s) -
Löwik Dennis W. P. M.,
Weingarten M. David,
Broekema Matthias,
Brouwer Arwin J.,
Still W. Clark,
Liskamp Rob M. J.
Publication year - 1998
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/(sici)1521-3773(19980803)37:13/14<1846::aid-anie1846>3.0.co;2-e
Subject(s) - hinge , tripeptide , receptor , selectivity , chemistry , benzoic acid , stereochemistry , combinatorial chemistry , biophysics , biochemistry , peptide , biology , engineering , structural engineering , catalysis
With preservation of selectivity , the hinge part of tweezerlike synthetic receptor molecules can be varied to achieve a higher affinity. The synthetic peptidosulfonamide receptor (below left; R=Disperse Red 1) with the bis(aminomethyl)benzoic acid hinge selectively bound the tripeptide shown below on the right ( K a =4100 M −1 ). Combination of a diversity in the hinge part with that present in the tweezer arms will provide access to large and diverse synthetic receptor libraries.