Späth, A. and Gonschor, Janina and König, Burkhard (2011) Synthesis and binding properties of guanidinium biscarboxylates. Monatshefte für Chemie - Chemical Monthly (142), pp. 1289-1308.
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The ammonium ion binding site of the enzyme glutaminase HisF inspired us to design guanidinium biscarboxylates as potential self-organized ionophores in molecular recognition. The syntheses of the title compounds based on aliphatic and aromatic building blocks, along with a general method for the preparation of δ-aminoethoxyacetic acids, are presented in this work. Investigation of the binding properties of the title compounds in dimethyl sulfoxide (DMSO) and methanol solution revealed no ammonium ion affinity, but interaction of the guanidinium moiety with acetate ions.
|Institutions:||Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König|
|Projects:||GRK 640 Sensory photoreceptors in natural and artificial systems|
|Keywords:||Guanidinium , Unnatural amino acid, Recognition, Ligand, Pyrrole|
|Subjects:||500 Science > 540 Chemistry & allied sciences|
|Refereed:||Yes, this version has been refereed|
|Created at the University of Regensburg:||Yes|
|Deposited On:||16 Nov 2011 15:14|
|Last Modified:||27 Aug 2012 12:58|