Arginine mimetic appended peptide-based probes for fluorescence turn-on detection of 14-3-3 proteins

Debabrata Maity, Alba Gigante, Pedro A. Sánchez-Murcia, Eline Sijbesma, Mao Li, David Bier, Stefanie Mosel, Shirley Knauer, Christian Ottmann (Corresponding author), Carsten Schmuck (Corresponding author)

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Abstract

14-3-3 proteins are adaptor elements in intracellular signaling pathways. Recently, this protein family has been identified as a relevant therapeutic target involved in many human diseases. Therefore, identification of 14-3-3 proteins in biological systems is very important. Two cationic peptide-based probes are reported for the fluorescence detection of 14-3-3 proteins at physiological pH. The design of these probes consists of two symmetric peptidic arms equipped with a guanidiniocarbonyl pyrrole moiety (an arginine mimetic aka GCP), and an environment-sensitive amino-naphthalimide fluorophore as a third arm. These peptide sequences also contain lysine and phenylalanine/tryptophan amino acids for additional charge-charge and hydrophobic interactions. Both probes show high affinity and sensitivity for the 14-3-3 family, as well as good selectivity against other relevant biological proteins and ions.

Original languageEnglish
Pages (from-to)4359-4363
Number of pages5
JournalOrganic & Biomolecular Chemistry
Volume17
Issue number17
DOIs
Publication statusPublished - 2 Apr 2019

Funding

Financial support by the CRC 1093 “Supramolecular Chemistry on Proteins” funded by the Deutsche Forschungsgemeinschaft (DFG) is gratefully acknowledged (TP A1, B4, B5). P.-A. S.-M. thanks the Austrian FWF (Project M 2260) for financial support and the Vienna Scientific Cluster (VSC) for the computational resources.

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