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1.
Acc Chem Res ; 34(12): 963-72, 2001 Dec.
Article in English | MEDLINE | ID: mdl-11747414

ABSTRACT

Most synthetic sensors are designed with covalent attachment between a receptor and a reporter moiety. In this report, we describe the current progress of our use of noncovalently attached indicators to signal binding of analytes. With these systems, analyte binding leads to indicator displacement from the binding cavity, which in turn yields an optical signal modulation. We include previous examples, the strategies involved in our development, and the advantages as well as disadvantages of this method. Finally, our latest research in this field is briefly presented.


Subject(s)
Biosensing Techniques , Indicators and Reagents/chemistry , Binding Sites , Citric Acid/analysis , Citric Acid/chemistry , Glucose-6-Phosphate/analysis , Glucose-6-Phosphate/chemistry , Inositol 1,4,5-Trisphosphate/analysis , Inositol 1,4,5-Trisphosphate/chemistry , Nitrates/analysis , Nitrates/chemistry , Tartrates/analysis , Tartrates/chemistry
4.
Org Lett ; 3(9): 1311-4, 2001 May 03.
Article in English | MEDLINE | ID: mdl-11348222

ABSTRACT

[structure in text] The pK(a) values and the geometries of secondary and tertiary amines adjacent to boronic acids were determined using potentiometric and (11)B NMR titrations. The studies showed that the secondary ammonium ion has a pK(a) similar to that of the tertiary ammonium species, which leads to the formation of tetrahedral boron centers at pH values above approximately 5.5. Therefore, secondary amines as well as tertiary amines, when placed proximal to boron centers, can be used to create tetrahedral boronic acids at neutral pH for diol complexation.


Subject(s)
Amines/chemistry , Boronic Acids/chemistry , Crystallography, X-Ray , Hydrogen-Ion Concentration , Magnetic Resonance Spectroscopy , Models, Molecular , Molecular Structure , Quaternary Ammonium Compounds/chemistry , Structure-Activity Relationship
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