Issue 14, 2022

Studies of the hydrophobic interaction between a pyrene-containing dye and a tetra-aza macrocyclic gadolinium complex

Abstract

An in vivo and an in vitro investigation of the hydrophobic interaction between HPTS and the gadolinium(III)-complex of tetra-aza macrocyclic ligand HP-DO3A (Gd(HP-DO3A)) are reported. UV spectra at variable pH showed that the interaction is not influenced by the protonation state of HPTS. The data were accounted for in terms of the presence of protonated and deprotonated species of HPTS and the formation of binary and ternary adducts with one and two Gd(III)-complexes, respectively. The X-ray solid-state structures of adduct-containing crystals (obtained at pH 4 and 9) showed that the pyrene ring is facing the tetra-aza macrocyclic ring of the Gd(III)-complex as previously suggested on the basis of 1H NMR solution studies. The occurrence of the strong hydrophobic interaction was exploited to detect the in vivo distribution of Gd(HP-DO3A) in tumor-bearing mice, by assessing the changes in the fluorescent properties of the adduct (through fluorescence optical imaging). The co-presence of Gd(HP-DO3A) and HPTS enhances the fluorescent emission, providing indirect information on the in vivo distribution of the Gd(III)-complex. These findings may pave the way for novel applications in imaging-guided surgery by bridging the pre-surgery MRI information to the in situ optical imaging detection.

Graphical abstract: Studies of the hydrophobic interaction between a pyrene-containing dye and a tetra-aza macrocyclic gadolinium complex

Supplementary files

Article information

Article type
Research Article
Submitted
21 mar 2022
Accepted
13 may 2022
First published
16 may 2022

Inorg. Chem. Front., 2022,9, 3494-3504

Studies of the hydrophobic interaction between a pyrene-containing dye and a tetra-aza macrocyclic gadolinium complex

E. Di Gregorio, M. Boccalon, C. Furlan, E. Gianolio, A. Bényei, S. Aime, Z. Baranyai and G. Ferrauto, Inorg. Chem. Front., 2022, 9, 3494 DOI: 10.1039/D2QI00596D

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