Tuning Excited-State Proton Transfer in 3-Hydroxyflavones by Inclusion into β-Cyclodextrins

Abstract

By combining fluorescence titration with molecular docking, we discovered that dodecyl fatty acid-modified 3HF-C11COOH interacts strongly with β-cyclodextrin (β-CD). However, its insertion mode differs from that of unsubstituted 3HF. The β-CD-encapsulated 3HF-C11COOH adopts an unfavourable conformation for excited-state intramolecular proton transfer (ESIPT), as the intramolecular hydrogen bonding is partially disrupted.

Author (co-authors)
First name Last name Institutional affiliation E-mail Phone number ORCID ID Academic status, position Institution address Author contribution(s) Institutional affiliation
Arsenii
Snizhko
arsenii.snizhko@karazin.ua
0009-0003-2758-7972
PhD student
4 Svobody Sq., Kharkiv 61022, Ukraine
Investigation
Writing – Original Draft Preparation
V. N. Karazin Kharkiv National University
Liudmyla
Chepeleva
ludmilachepeleva@karazin.ua
0000-0003-3188-3179
Senior Researcher Associate
4 Svobody Sq., Kharkiv 61022, Ukraine
Formal Analysis
Investigation
Methodology
V. N. Karazin Kharkiv National University
Eugene
Gladkov
eugenegladkov@gmail.com
0000-0003-3271-5062
Ph.D., Senior Research Associate
4 Svobody Sq., Kharkiv 61022, Ukraine
Investigation
Writing – Original Draft Preparation
V. N. Karazin Kharkiv National University
Alexander
Kyrychenko
kyrychen@gmail.com
0000-0002-6223-0990
Dr.Sci., Head of the Department of Physical-Organic Chemistry
4 Svobody Sq., Kharkiv 61022, Ukraine
Conceptualization
Supervision
Visualization
Writing – Review & Editing
V. N. Karazin Kharkiv National University