Triarylborane Dyes as a Novel Non-Covalent and Non-Inhibitive Fluorimetric Markers for DPP III Enzyme
| Autor: | Sanja Tomić, Željka Ban, Ivo Piantanida, Hashem Amini, Zrinka Karačić, Todd B. Marder |
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| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
Azides
Indoles BSA click CuAAC synthesis Pharmaceutical Science Organic chemistry Conjugated system 010402 general chemistry 01 natural sciences Article Analytical Chemistry Enzyme catalysis chemistry.chemical_compound QD241-441 Cyclohexanes Drug Discovery triarylborane Side chain Fluorometry Amino Acids Physical and Theoretical Chemistry Coloring Agents Fluorescent Dyes chemistry.chemical_classification Pyrenes 010405 organic chemistry DPP III enzyme pyrene Combinatorial chemistry Fluorescence 0104 chemical sciences Amino acid Chemistry chemistry Chemistry (miscellaneous) Alkynes ddc:540 fluorescence Molecular Medicine Pyrene Azide Conjugate |
| Zdroj: | Molecules, Vol 26, Iss 4816, p 4816 (2021) Molecules Volume 26 Issue 16 |
| ISSN: | 1420-3049 |
| Popis: | Novel dyes were prepared by simple “click CuAAC” attachment of a triarylborane–alkyne to the azide side chain of an amino acid yielding triarylborane dye 1 which was conjugated with pyrene (dye 2) forming a triarylborane–pyrene FRET pair. In contrast to previous cationic triarylboranes, the novel neutral dyes interact only with proteins, while their affinity to DNA/RNA is completely abolished. Both the reference triarylborane amino acid and triarylborane–pyrene conjugate bind to BSA and the hDPP III enzyme with high affinities, exhibiting a strong (up to 100-fold) fluorescence increase, whereby the triarylborane–pyrene conjugate additionally retained FRET upon binding to the protein. Furthermore, the triarylborane dyes, upon binding to the hDPP III enzyme, did not impair its enzymatic activity under a wide range of experimental conditions, thus being the first non-covalent fluorimetric markers for hDPP III, also applicable during enzymatic reactions with hDPP III substrates. |
| Databáze: | OpenAIRE |
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