Efficient complexation of N-acetyl amino acid carboxylates in water by an artificial receptor: unexpected cooperativity in the binding of glutamate but not aspartate.
A new tris-cation 1 binds N-acetyl amino acid carboxylates in water even at millimolar salt concentrations with Kass approximately 103 M-1 due to a clustering of electrostatic interactions. Binding is efficient enough to allow a naked-eyed detection using an indicator displacement assay. Furthermore, receptor 1 shows an unexpected 2:1 complex formation with strong positive cooperativity with glutamate but not aspartate.
Schmuck
Carsten
C
Institute of Organic Chemistry, University of Würzburg, Am Hubland, 97074 Würzburg, Germany. schmuck@chemie.uni-wuerzburg.de
Geiger
Lars
L
D001224:Aspartic Acid / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism; D002412:Cations; D005971:Glutamates / Q000737:chemistry* / Q000378:metabolism; D007700:Kinetics; D008958:Models, Molecular; D017459:Receptors, Amino Acid / Q000737:chemistry* / Q000378:metabolism; D014867:Water / Q000737:chemistry*
D002412:Cations; D005971:Glutamates; D017459:Receptors, Amino Acid; D014867:Water; D001224:Aspartic Acid; C000179:N-acetylaspartate; C016195:N-acetylglutamic acid