Chiral‐induced highly efficient NIR–photothermal conversion of perylene diimide@silica nanocapsules for photothermal therapy

Abstract Photothermal agents (PTAs) with ultra‐high photothermal conversion efficiency (PCE) activated upon near‐infrared (NIR) laser irradiation can heat up and destroy tumor cells under low‐intensity laser excitation to allow safe and efficient tumor therapy. Herein, an organic PTA with an outstan...

Full description

Saved in:
Bibliographic Details
Main Authors: Yue Zhao, Fuhao An, Jichao Wu, Haining Li, Xueyu Wang, Lanya Jiao, Ying Kong, Jinghan Zhu, Xun Sun, Xu Li, Miao Wang, Yu Zhang, Xuan Sun
Format: Article
Language:English
Published: Wiley 2024-12-01
Series:Aggregate
Subjects:
Online Access:https://doi.org/10.1002/agt2.630
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1850255745208025088
author Yue Zhao
Fuhao An
Jichao Wu
Haining Li
Xueyu Wang
Lanya Jiao
Ying Kong
Jinghan Zhu
Xun Sun
Xu Li
Miao Wang
Yu Zhang
Xuan Sun
author_facet Yue Zhao
Fuhao An
Jichao Wu
Haining Li
Xueyu Wang
Lanya Jiao
Ying Kong
Jinghan Zhu
Xun Sun
Xu Li
Miao Wang
Yu Zhang
Xuan Sun
author_sort Yue Zhao
collection DOAJ
description Abstract Photothermal agents (PTAs) with ultra‐high photothermal conversion efficiency (PCE) activated upon near‐infrared (NIR) laser irradiation can heat up and destroy tumor cells under low‐intensity laser excitation to allow safe and efficient tumor therapy. Herein, an organic PTA with an outstanding PCE of 89.6% is developed from rationally designed perylene diimide (PDI) with electron‐donating cyclohexylamine moiety at the bay‐positions of its skeleton and chiral phenethylamine (PEA) moiety at its N terminals, termed here PEAPDI. The strong intermolecular interaction between the PDI skeletons induced by PEA together with the intramolecular charge transfer from cyclohexylamine to PDI skeleton severely quenches the fluorescence emission from PEAPDI and significantly enhances its NIR absorption, resulting in super NIR–photothermal conversion. PEAPDI molecules are subsequently encapsulated within silica nanocapsules (SNCs), creating PEAPDI@SNC. Characterized by its small hydrodynamic diameter, monodispersity, high PDI encapsulation efficiency, colloidal stability, and biocompatibility, PEAPDI@SNC exhibits prolonged blood circulation and enhanced permeability and retention effect, enabling targeted accumulation at the tumor site. An in vivo study using a 4T1 tumor–bearing mice model illustrates the agent's potent tumor ablation capability without side effects at low dosage under NIR laser irradiation (808 nm). The findings demonstrate PEAPDI@SNC's significant potential as a PTA for tumor treatment.
format Article
id doaj-art-063503e9b73d406a8ce8d260bd370d0a
institution OA Journals
issn 2692-4560
language English
publishDate 2024-12-01
publisher Wiley
record_format Article
series Aggregate
spelling doaj-art-063503e9b73d406a8ce8d260bd370d0a2025-08-20T01:56:48ZengWileyAggregate2692-45602024-12-0156n/an/a10.1002/agt2.630Chiral‐induced highly efficient NIR–photothermal conversion of perylene diimide@silica nanocapsules for photothermal therapyYue Zhao0Fuhao An1Jichao Wu2Haining Li3Xueyu Wang4Lanya Jiao5Ying Kong6Jinghan Zhu7Xun Sun8Xu Li9Miao Wang10Yu Zhang11Xuan Sun12State Key Laboratory of Crystal Materials Shandong University Jinan ChinaSchool of Chemistry and Chemical Engineering Shandong University Jinan ChinaKey Laboratory of Infection and Immunity of Shandong Province, Department of Pharmacology, School of Basic Medical Sciences Shandong University Jinan ChinaState Key Laboratory of Crystal Materials Shandong University Jinan ChinaSchool of Chemistry and Chemical Engineering Shandong University Jinan ChinaSchool of Chemistry and Chemical Engineering Shandong University Jinan ChinaState Key Laboratory of Crystal Materials Shandong University Jinan ChinaKey Laboratory of Infection and Immunity of Shandong Province, Department of Pharmacology, School of Basic Medical Sciences Shandong University Jinan ChinaState Key Laboratory of Crystal Materials Shandong University Jinan ChinaInstitute of Materials Research and Engineering (IMRE) Agency for Science, Technology and Research (A*STAR) Singapore SingaporeInstitut National de la Recherche Scientifique (INRS), Centre Énergie, Matériaux et Télécommunications Université du Québec Varennes Quebec CanadaInstitute of Sustainability for Chemicals, Energy and Environment (ISCE2) Agency for Science, Technology and Research (A*STAR) Singapore SingaporeSchool of Chemistry and Chemical Engineering Shandong University Jinan ChinaAbstract Photothermal agents (PTAs) with ultra‐high photothermal conversion efficiency (PCE) activated upon near‐infrared (NIR) laser irradiation can heat up and destroy tumor cells under low‐intensity laser excitation to allow safe and efficient tumor therapy. Herein, an organic PTA with an outstanding PCE of 89.6% is developed from rationally designed perylene diimide (PDI) with electron‐donating cyclohexylamine moiety at the bay‐positions of its skeleton and chiral phenethylamine (PEA) moiety at its N terminals, termed here PEAPDI. The strong intermolecular interaction between the PDI skeletons induced by PEA together with the intramolecular charge transfer from cyclohexylamine to PDI skeleton severely quenches the fluorescence emission from PEAPDI and significantly enhances its NIR absorption, resulting in super NIR–photothermal conversion. PEAPDI molecules are subsequently encapsulated within silica nanocapsules (SNCs), creating PEAPDI@SNC. Characterized by its small hydrodynamic diameter, monodispersity, high PDI encapsulation efficiency, colloidal stability, and biocompatibility, PEAPDI@SNC exhibits prolonged blood circulation and enhanced permeability and retention effect, enabling targeted accumulation at the tumor site. An in vivo study using a 4T1 tumor–bearing mice model illustrates the agent's potent tumor ablation capability without side effects at low dosage under NIR laser irradiation (808 nm). The findings demonstrate PEAPDI@SNC's significant potential as a PTA for tumor treatment.https://doi.org/10.1002/agt2.630aggregationchiralNIR–photothermal conversionperylene diimidephotothermal therapy
spellingShingle Yue Zhao
Fuhao An
Jichao Wu
Haining Li
Xueyu Wang
Lanya Jiao
Ying Kong
Jinghan Zhu
Xun Sun
Xu Li
Miao Wang
Yu Zhang
Xuan Sun
Chiral‐induced highly efficient NIR–photothermal conversion of perylene diimide@silica nanocapsules for photothermal therapy
Aggregate
aggregation
chiral
NIR–photothermal conversion
perylene diimide
photothermal therapy
title Chiral‐induced highly efficient NIR–photothermal conversion of perylene diimide@silica nanocapsules for photothermal therapy
title_full Chiral‐induced highly efficient NIR–photothermal conversion of perylene diimide@silica nanocapsules for photothermal therapy
title_fullStr Chiral‐induced highly efficient NIR–photothermal conversion of perylene diimide@silica nanocapsules for photothermal therapy
title_full_unstemmed Chiral‐induced highly efficient NIR–photothermal conversion of perylene diimide@silica nanocapsules for photothermal therapy
title_short Chiral‐induced highly efficient NIR–photothermal conversion of perylene diimide@silica nanocapsules for photothermal therapy
title_sort chiral induced highly efficient nir photothermal conversion of perylene diimide silica nanocapsules for photothermal therapy
topic aggregation
chiral
NIR–photothermal conversion
perylene diimide
photothermal therapy
url https://doi.org/10.1002/agt2.630
work_keys_str_mv AT yuezhao chiralinducedhighlyefficientnirphotothermalconversionofperylenediimidesilicananocapsulesforphotothermaltherapy
AT fuhaoan chiralinducedhighlyefficientnirphotothermalconversionofperylenediimidesilicananocapsulesforphotothermaltherapy
AT jichaowu chiralinducedhighlyefficientnirphotothermalconversionofperylenediimidesilicananocapsulesforphotothermaltherapy
AT hainingli chiralinducedhighlyefficientnirphotothermalconversionofperylenediimidesilicananocapsulesforphotothermaltherapy
AT xueyuwang chiralinducedhighlyefficientnirphotothermalconversionofperylenediimidesilicananocapsulesforphotothermaltherapy
AT lanyajiao chiralinducedhighlyefficientnirphotothermalconversionofperylenediimidesilicananocapsulesforphotothermaltherapy
AT yingkong chiralinducedhighlyefficientnirphotothermalconversionofperylenediimidesilicananocapsulesforphotothermaltherapy
AT jinghanzhu chiralinducedhighlyefficientnirphotothermalconversionofperylenediimidesilicananocapsulesforphotothermaltherapy
AT xunsun chiralinducedhighlyefficientnirphotothermalconversionofperylenediimidesilicananocapsulesforphotothermaltherapy
AT xuli chiralinducedhighlyefficientnirphotothermalconversionofperylenediimidesilicananocapsulesforphotothermaltherapy
AT miaowang chiralinducedhighlyefficientnirphotothermalconversionofperylenediimidesilicananocapsulesforphotothermaltherapy
AT yuzhang chiralinducedhighlyefficientnirphotothermalconversionofperylenediimidesilicananocapsulesforphotothermaltherapy
AT xuansun chiralinducedhighlyefficientnirphotothermalconversionofperylenediimidesilicananocapsulesforphotothermaltherapy