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. https://doi.org/10.3762/bxiv.2023.1.v1

Published 02 Jan 2023

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This preprint has not been peer-reviewed.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

Abstract

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

Supporting Information

Format: DOCX Size: 1.9 MB   Download

How to Cite

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

Download citation
Download RIS (Reference Manager) Download BIB (BIBTEX)

© 2023 Matić et al.; licensee Beilstein-Institut.
This is an open access work licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-archives.org/xiv/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this work could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.

OTHER BEILSTEIN-INSTITUT OPEN SCIENCE ACTIVITIES