Determination of the cis-trans isomerization barriers of L-alanyl-L-proline in aqueous solutions and at water/hydrophobic interfaces by on-line temperature-jump relaxation HPLC and dynamic on-column reaction HPLC

Analytical Chemistry
Masami ShibukawaShingo Saito

Abstract

Proline cis-trans isomerization is known to play a key role in the rate-determining steps of protein folding. It is thus very important to understand the influence of environments, not only bulk solutions but also microenvironments such as interfaces, on the isomerization reaction of proline peptides. Here we present two HPLC methods for measurements of kinetic and equilibrium parameters for the isomerization reactions in bulk solutions and at liquid/solid interfaces. On-line temperature-jump relaxation HPLC (T-jump HPLC) allows the determination of forward and reverse rate constants of the isomerization in a bulk solution by monitoring the whole time course of conversion of pure isomers from both sides of the reaction, in contrast to other HPLC and capillary zone electrophoresis as well as spectrometric and calorimetric methods, which use a mixture of the isomers. We can then determine cis-trans isomerization barriers of the peptide at liquid/solid interfaces from the kinetic data obtained by dynamic on-column reaction HPLC and T-jump HPLC. We observed that the interconversion around the peptide bond for l-alanyl-l-proline (Ala-Pro) in water is accelerated at the surfaces of an alkyl-bonded silica and a poly(styrene-divinylben...Continue Reading

References

Oct 24, 1986·Journal of Chromatography·D E Henderson, C Horváth
Jan 1, 1993·Advances in Protein Chemistry·R L Stein
Sep 13, 1996·Journal of Chromatography. a·F ThuneckeC Horváth
Dec 12, 2002·Biochemistry·William J WedemeyerHarold A Scheraga
Jan 19, 2008·Journal of the American Chemical Society·Dennis K HoreGeraldine L Richmond
Aug 30, 2008·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Oliver Trapp
Oct 19, 2010·The Journal of Physical Chemistry. B·Byung Jin ByunYoung Kee Kang
Jan 1, 1992·Journal of the American Chemical Society·Eric S EberhardtRonald T Raines
Aug 6, 2011·Physical Chemistry Chemical Physics : PCCP·Masami ShibukawaShingo Saito
Jan 26, 2012·Organic Letters·Bishwajit PaulKent Kirshenbaum

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Citations

Mar 31, 2016·Journal of Peptide Science : an Official Publication of the European Peptide Society·Matthias LampingArmin Geyer
Oct 7, 2016·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Tetsuo Okada

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