Issue 37, 2024

Quantitatively analyzing the dissociation and release of disulfide-containing organic nanoparticles

Abstract

The disintegration of nanoparticles and drug release are important and imperative for nanoparticle formulations of therapeutic agents. However, quantitatively monitoring the drug release of nanomedicines is a major challenge. In this work, boron-dipyrromethene (BDP) was applied as a model drug to study the disassembly of nanoparticles and drug release. BDP dimers with disulfide and ester bonds were synthesized, and their nanoparticles were made. The accurate analysis of bond breaking in BDP nanoparticles could not be realized by using confocal laser scanning microscopy. Hence, the possible products after bond cleavage were quantified by using liquid chromatography tandem mass spectrometry (LC-MS/MS). BDP nanoparticles could be endocytosed into cancer cells, and the disulfide bonds and ester bonds were broken to promote the disassociation of nanoparticles and BDP release. Then, near-infrared BDP nanoparticles were investigated in live mice by near-infrared fluorescence imaging and LC-MS/MS. The release of BDP was low (<10%) and BDP maintained the original dimer structure in vivo, which showed that the bond breaking for BDP nanoparticles was difficult in vivo. These results could help us understand the breaking law of disulfide bonds and ester bonds in nanoparticles and are beneficial for developing practical new drug formulations.

Graphical abstract: Quantitatively analyzing the dissociation and release of disulfide-containing organic nanoparticles

Supplementary files

Article information

Article type
Paper
Submitted
12 Apr 2024
Accepted
09 Aug 2024
First published
13 Aug 2024

J. Mater. Chem. B, 2024,12, 9289-9295

Quantitatively analyzing the dissociation and release of disulfide-containing organic nanoparticles

W. Lin, L. Yin, X. Wang, C. Li, W. Zhang, Q. Pei, H. Qi, T. Sun, Z. Xie and J. Gu, J. Mater. Chem. B, 2024, 12, 9289 DOI: 10.1039/D4TB00804A

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