Cross-linked dendrimer hosts containing reporter groups for amine guests.
The integration of a chromogenic reporter group into the recently reported (Zimmerman, S. C.; Wendland, M. S.; Rakow, N. A.; Zharov, I.; Suslick, K. S. Nature 2002, 418, 399-403) monomolecular imprinting approach is described. The resulting highly cross-linked, macromolecular hosts show rapid, selective, high affinity, two-point binding of straight-chain diamine guests. Over longer times, the hosts are more promiscuous, binding a broader range of diamines. A rigorous test of imprinting was performed wherein the cross-reactivities of two dendrimers derived from different templates are compared. The test reveals a guest-dependent kinetic binding effect masquerading as evidence of a highly selective two-point imprinting process.
Mertz
Eric
E
Department of Chemistry, University of Illinois at Urbana-Champaign, 600 South Matthews Avenue, Urbana, Illinois 61801, USA.
Zimmerman
Steven C
SC
D000588:Amines / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry; D003432:Cross-Linking Reagents / Q000737:chemistry*; D007700:Kinetics; D011108:Polymers / Q000737:chemistry*; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization / Q000379:methods
D000588:Amines; D001391:Azo Compounds; D003432:Cross-Linking Reagents; D011108:Polymers; C009850:azobenzene