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)

Research output: Contribution to journalArticleAcademicpeer-review

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.

LanguageEnglish
Pages4359-4363
Number of pages5
JournalOrganic & Biomolecular Chemistry
Volume17
Issue number17
DOIs
StatePublished - 2 Apr 2019

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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, D., Gigante, A., Sánchez-Murcia, P. A., Sijbesma, E., Li, M., Bier, D., ... Schmuck, C. (2019). Arginine mimetic appended peptide-based probes for fluorescence turn-on detection of 14-3-3 proteins. Organic & Biomolecular Chemistry, 17(17), 4359-4363. DOI: 10.1039/c9ob00620f
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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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.",
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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. DOI: 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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Maity D, Gigante A, Sánchez-Murcia PA, Sijbesma E, Li M, Bier D et al. Arginine mimetic appended peptide-based probes for fluorescence turn-on detection of 14-3-3 proteins. Organic & Biomolecular Chemistry. 2019 Apr 2;17(17):4359-4363. Available from, DOI: 10.1039/c9ob00620f