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

Fingerprint

14-3-3 Proteins
peptides
Arginine
Fluorescence
proteins
fluorescence
Peptides
probes
Naphthalimides
Pyrroles
Fluorophores
Biological systems
Phenylalanine
Hydrophobic and Hydrophilic Interactions
Tryptophan
Lysine
Proteins
phenylalanine
Ions
lysine

Cite this

Maity, Debabrata ; Gigante, Alba ; Sánchez-Murcia, Pedro A. ; Sijbesma, Eline ; Li, Mao ; Bier, David ; Mosel, Stefanie ; Knauer, Shirley ; Ottmann, Christian ; Schmuck, Carsten. / Arginine mimetic appended peptide-based probes for fluorescence turn-on detection of 14-3-3 proteins. In: Organic & Biomolecular Chemistry. 2019 ; Vol. 17, No. 17. pp. 4359-4363.
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Maity, D, Gigante, A, Sánchez-Murcia, PA, Sijbesma, E, Li, M, Bier, D, Mosel, S, Knauer, S, Ottmann, C & Schmuck, C 2019, 'Arginine mimetic appended peptide-based probes for fluorescence turn-on detection of 14-3-3 proteins', Organic & Biomolecular Chemistry, vol. 17, no. 17, pp. 4359-4363. https://doi.org/10.1039/c9ob00620f

Arginine mimetic appended peptide-based probes for fluorescence turn-on detection of 14-3-3 proteins. / Maity, Debabrata; Gigante, Alba; Sánchez-Murcia, Pedro A.; Sijbesma, Eline; Li, Mao; Bier, David; Mosel, Stefanie; Knauer, Shirley; Ottmann, Christian (Corresponding author); Schmuck, Carsten (Corresponding author).

In: Organic & Biomolecular Chemistry, Vol. 17, No. 17, 02.04.2019, p. 4359-4363.

Research output: Contribution to journalArticleAcademicpeer-review

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AU - Maity, Debabrata

AU - Gigante, Alba

AU - Sánchez-Murcia, Pedro A.

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AU - Li, Mao

AU - Bier, David

AU - Mosel, Stefanie

AU - Knauer, Shirley

AU - Ottmann, Christian

AU - Schmuck, Carsten

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