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Recognition of Peptides by Cyclodextrin Trimers
Author(s) -
Christensen Helena Staunstrup,
Sigurskjold Bent W.,
Frihed Tobias Gylling,
Marinescu Lavinia G.,
Pedersen Christian M.,
Bols Mikael
Publication year - 2011
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201100671
Subject(s) - chemistry , cyclodextrin , affinities , surface plasmon resonance , molecular recognition , selectivity , titration , molecular binding , combinatorial chemistry , stereochemistry , trimer , binding affinities , organic chemistry , molecule , nanotechnology , dimer , catalysis , receptor , biochemistry , materials science , nanoparticle
Abstract The efficient synthesis of a new class of cyclodextrin trimers has been carried out by using a click chemistry strategy. The cyclodextrin trimers were subsequently investigated for molecular recognition of peptides with aromatic side chains. Binding affinities for the self‐assembly of different peptides to cyclodextrin trimers were determined by using real‐time bimolecular interaction analyses with plasmon surface resonance. Peptides were prepared and immobilized on the sensor surface. The association constants were obtained by titration with different solutions of the cyclodextrin trimers and they were in the range of 10 3 M –1 . The selectivity of molecular recognition of nonapeptides favored cyclodextrin trimers over unmodified cyclodextrin.