Complexation of biologically active amines by a water-soluble calix[5]arene A nanocalorimetric investigation

Host–guest complexes of an amphiphilic water-soluble p - tert -butylcalix[5]arene bearing 4-sulphonatobutoxy groups at the narrow rim with trace amines (2-phenylethylamine and tyramine) and a neurotransmitter (dopamine), originally investigated via 1 H NMR, have been re-examined via ITC in order to...

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Published inJournal of thermal analysis and calorimetry Vol. 121; no. 3; pp. 1073 - 1079
Main Authors Arena, Giuseppe, Pappalardo, Andrea, Pappalardo, Sebastiano, Gattuso, Giuseppe, Notti, Anna, Parisi, Melchiorre F., Pisagatti, Ilenia, Sgarlata, Carmelo
Format Journal Article
LanguageEnglish
Published Dordrecht Springer Netherlands 01.09.2015
Springer
Subjects
Amines
Analytical Chemistry
Calorimetry
Chemistry
Chemistry and Materials Science
Inorganic Chemistry
Measurement Science and Instrumentation
Physical Chemistry
Polymer Sciences
Telomerase
Driving forces
Trace amines
Nano-ITC
Neurotransmitters
Host–guest complexes
Water-soluble calixarenes
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Summary:Host–guest complexes of an amphiphilic water-soluble p - tert -butylcalix[5]arene bearing 4-sulphonatobutoxy groups at the narrow rim with trace amines (2-phenylethylamine and tyramine) and a neurotransmitter (dopamine), originally investigated via 1 H NMR, have been re-examined via ITC in order to double check the reliability of the values obtained through a van’t Hoff analysis of the NMR data. The calorimetrically determined data confirm the existence of a 1:1 host–guest species; however, there are inconsistencies between the van’t Hoff derived values and the values determined via direct calorimetry. These discrepancies do not result from proton displacement due to inclusion, but rather result from the temperature dependence of the van’t Hoff enthalpies.
ISSN:1388-6150
1588-2926
DOI:10.1007/s10973-015-4522-3