Phenanthridine-pyrene conjugates as fluorescent probes for DNA/RNA and an inactive mutant of dipeptidyl peptidase enzyme

Submitting author affiliation:
Ruđer Bošković Institute, Zagreb, Croatia

Beilstein Arch. 2023, 20231.

Published 02 Jan 2023

This preprint has not been peer-reviewed. When a peer-reviewed version is available, this information will be updated.


Two novel hybrid molecules were designed: pyrene and phenanthridine-amino acid units with a different linker length between aromatic fragments. Molecular modelling combined with spectrophotometric experiments revealed that in neutral and acidic buffered water solutions conjugates predominantly exist in intramolecularly stacked conformations as a result of the π-π stacking interaction between pyrene and phenanthridine moieties. Investigated systems exhibited pH-dependent excimer formation that is significantly red-shifted relative to the pyrene and phenanthridine fluorescence. While conjugate with a short linker showed negligible spectrophotometric changes due to the polynucleotide addition, conjugate with longer and more flexible linker exhibited a micro-molar and sub-micro-molar binding affinity for ds-polynucleotides and inactive mutant of dipeptidyl peptidase enzyme E451A.

Keywords: dipeptidyl peptidase enzyme; excimer; phenanthridine; polynucleotide; pyrene

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When a peer-reviewed version of this preprint is available, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Matić, J.; Tandarić, T.; Radić Stojković, M.; Šupljika, F.; Vianello, R.; Tumir, L.-M. Beilstein Arch. 2023, 20231. doi:10.3762/bxiv.2023.1.v1

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