A Tumor-Targeting Dual-Stimuli-Activatable Photodynamic Molecular Beacon for Precise Photodynamic Therapy.
Cathepsin B
/ therapeutic use
Cell Line, Tumor
Dinitrofluorobenzene
/ analogs & derivatives
ErbB Receptors
Glutathione
/ chemistry
Humans
Indoles
/ chemistry
Neoplasms
/ pathology
Peptides
/ therapeutic use
Peptides, Cyclic
/ therapeutic use
Photochemotherapy
Photosensitizing Agents
/ chemistry
Singlet Oxygen
/ chemistry
cathepsin B
epidermal growth factor receptor
glutathione
photodynamic therapy
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783
Informations de publication
Date de publication:
12 Oct 2022
12 Oct 2022
Historique:
received:
28
05
2022
pubmed:
20
7
2022
medline:
18
10
2022
entrez:
19
7
2022
Statut:
ppublish
Résumé
A multifunctional photodynamic molecular beacon (PMB) has been designed and synthesized which contains an epidermal growth factor receptor (EGFR)-targeting cyclic peptide and a trimeric phthalocyanine skeleton in which the three zinc(II) phthalocyanine units are each substituted with a glutathione (GSH)-responsive 2,4-dinitrobenzenesulfonate (DNBS) quencher and are linked via two cathepsin B-cleavable GFLG peptide chains. This tailor-made conjugate is fully quenched in the native form due to the photoinduced electron transfer effect of the DNBS moieties and the self-quenching of the phthalocyanine units. It can target the EGFR overexpressed in cancer cells, and after receptor-mediated endocytosis, it can be activated selectively by the co-existence of intracellular GSH and cathepsin B, both of which are also overproduced in cancer cells, in terms of fluorescence emission and singlet oxygen generation. The cell-selective behavior of this PMB has been demonstrated using a range of cancer cells with different expression levels of EGFR, while the stimuli-responsive properties have been studied both in vitro and in various aqueous media. The overall results show that this advanced PMB, which exhibits several levels of control of the tumor specificity, is a promising photosensitizer for precise antitumoral photodynamic therapy.
Identifiants
pubmed: 35852020
doi: 10.1002/chem.202201652
doi:
Substances chimiques
Indoles
0
Peptides
0
Peptides, Cyclic
0
Photosensitizing Agents
0
2,4-dinitrofluorobenzene sulfonic acid
143134-35-4
Singlet Oxygen
17778-80-2
Dinitrofluorobenzene
D241E059U6
ErbB Receptors
EC 2.7.10.1
Cathepsin B
EC 3.4.22.1
Glutathione
GAN16C9B8O
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e202201652Subventions
Organisme : Research Grants Council of the Hong Kong Special Administrative Region
ID : 11303517
Informations de copyright
© 2022 Wiley-VCH GmbH.
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