skip to main content
OSTI.GOV title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Synthesis of Self-Assembled Porphyrin Nanoparticle Photosensitizers

Journal Article · · ACS Nano
 [1];  [1];  [2];  [2];  [1]; ORCiD logo [1];  [1]; ORCiD logo [2]; ORCiD logo [3]
  1. Henan Univ., Kaifeng (China). Key Lab. for Special Functional Materials of the Ministry of Education. Collaborative Innovation Center of Nano Functional Materials and Applications
  2. National Center for Nanoscience and Technology (NCNST), Beijing (China). CAS Key Lab. for Biological Effects of Nanomaterials and Nanosafety
  3. Univ. of New Mexico, Albuquerque, NM (United States). Dept. of Chemical and Biological Engineering; Sandia National Lab. (SNL-NM), Albuquerque, NM (United States)

The use of nanoparticles as a potential building block for photosensitizers has recently become a focus of interest in the field of photocatalysis and photodynamic therapy. Porphyrins and their derivatives are effective photosensitizers due to extended π-conjugated electronic structure, high molar absorption from visible to near-infrared spectrum, and high singlet oxygen quantum yields as well as chemical versatility. In this work, we report a synthesis of self-assembled porphyrin nanoparticle photosensitizers using zinc meso-tetra(4-pyridyl)porphyrin (ZnTPyP) through a confined noncovalent self-assembly process. Scanning electron microscopy reveals formation of monodisperse cubic nanoparticles. UV–vis characterizations reveal that optical absorption of the nanoparticles exhibits a red shift due to noncovalent self-assembly of porphyrins, which not only effectively increase intensity of light absorption but also extend light absorption broadly covering visible light for enhanced photodynamic therapy. Electron spin-resonance spectroscopy (ESR) studies show the resultant porphyrin nanoparticles release a high yield of singlet oxygen. Nitric oxide (NO) coordinates to central metal Zn ions to form stabilized ZnTPyP@NO nanoparticles. We show that under light irradiation ZnTPyP@NO nanoparticles release highly reactive peroxynitrite molecules that exhibit enhanced antibacterial photodynamic therapy (APDT) activity. Finally, the ease of the synthesis of self-assembled porphyrin nanoparticles and light-triggered release of highly reactive moieties represent a completely different photosensitizer system for APDT application.

Research Organization:
Sandia National Lab. (SNL-NM), Albuquerque, NM (United States); Henan Univ., Kaifeng (China); National Center for Nanoscience and Technology (NCNST), Beijing (China)
Sponsoring Organization:
USDOE Office of Science (SC), Basic Energy Sciences (BES); USDOE National Nuclear Security Administration (NNSA); National Natural Science Foundation of China (NSFC); Plan for Scientific Innovation Talent of Henan Province (China); Program for Changjiang Scholars and Innovative Research Team in University (China)
Grant/Contract Number:
NA0003525; 21422102; 21771055; U1604139; 21171049; 174200510019; PCS IRT_15R18
OSTI ID:
1469627
Report Number(s):
SAND-2018-9735J; 667620
Journal Information:
ACS Nano, Vol. 12, Issue 4; ISSN 1936-0851
Publisher:
American Chemical Society (ACS)Copyright Statement
Country of Publication:
United States
Language:
English
Citation Metrics:
Cited by: 176 works
Citation information provided by
Web of Science

References (42)

The role of porphyrin chemistry in tumor imaging and photodynamic therapy journal January 2011
Comb-shaped, temperature-tunable and water-soluble porphyrin-based thermoresponsive copolymer for enhanced photodynamic therapy journal January 2018
A lysosome-targeted BODIPY as potential NIR photosensitizer for photodynamic therapy journal December 2017
Photodynamic therapy for cancer journal May 2003
Photodynamic therapy of cancer: An update journal May 2011
Noble metal–metal oxide nanohybrids with tailored nanostructures for efficient solar energy conversion, photocatalysis and environmental remediation journal January 2017
Engineered Nanoparticles for Drug Delivery in Cancer Therapy journal October 2014
Interactions of Renal-Clearable Gold Nanoparticles with Tumor Microenvironments: Vasculature and Acidity Effects journal March 2017
Self-assembly and alignment of semiconductor nanoparticles on cellulose nanocrystals journal September 2011
High-yield halide-free synthesis of biocompatible Au nanoplates journal January 2016
Magnetic nanoparticles: material engineering and emerging applications in lithography and biomedicine journal September 2015
Conjugation of Porphyrin to Nanohybrid Cerasomes for Photodynamic Diagnosis and Therapy of Cancer journal October 2011
Supramolecular polymeric micelles by the host–guest interaction of star-like calix[4]arene and chlorin e6 for photodynamic therapy journal January 2011
Porphyrin and Nonporphyrin Photosensitizers in Oncology: Preclinical and Clinical Advances in Photodynamic Therapy journal September 2009
J-Aggregates: From Serendipitous Discovery to Supramolecular Engineering of Functional Dye Materials journal March 2011
Structural characterization and macrophage immunomodulatory activity of a novel polysaccharide from Smilax glabra Roxb. journal January 2017
Thirty Years of Saying NO: Sources, Fate, Actions, and Misfortunes of the Endothelium-Derived Vasodilator Mediator journal July 2016
Phenotype-Specific Treatment of Heart Failure With Preserved Ejection Fraction: A Multiorgan Roadmap journal July 2016
Disease tolerance and immunity in host protection against infection journal January 2017
The role of nitric oxide in inflammatory reactions: Nitric oxide: control of immune response journal September 2007
DNA deaminating ability and genotoxicity of nitric oxide and its progenitors journal November 1991
The potential of nitric oxide releasing therapies as antimicrobial agents journal May 2012
Nitrosative stress in cancer therapy journal January 2007
Chemosensitization of Cancer by Nitric Oxide journal April 2008
Solid tumor physiology and hypoxia-induced chemo/radio-resistance: Novel strategy for cancer therapy: Nitric oxide donor as a therapeutic enhancer journal September 2008
Porous One-Dimensional Nanostructures through Confined Cooperative Self-Assembly journal December 2011
Monodisperse porous nanodiscs with fluorescent and crystalline wall structure journal January 2010
Nitric Oxide-Releasing Biomaterials for Biomedical Applications journal August 2016
Nitric oxide- and cisplatin-releasing silica nanoparticles for use against non-small cell lung cancer journal December 2015
Nitric Oxide-Releasing Silica Nanoparticle-Doped Polyurethane Electrospun Fibers journal July 2013
Mesoporous silica nanoparticles functionalized with an oxygen-sensing probe for cell photodynamic therapy: potential cancer theranostics journal January 2009
Nitric Oxide-Releasing Fumed Silica Particles:  Synthesis, Characterization, and Biomedical Application journal April 2003
Sunlight-Triggered Nanoparticle Synergy: Teamwork of Reactive Oxygen Species and Nitric Oxide Released from Mesoporous Organosilica with Advanced Antibacterial Activity journal February 2016
Selective Visualization of the Endogenous Peroxynitrite in an Inflamed Mouse Model by a Mitochondria-Targetable Two-Photon Ratiometric Fluorescent Probe journal December 2016
Activatable Photoacoustic Nanoprobes for In Vivo Ratiometric Imaging of Peroxynitrite journal December 2016
Quantifying cellular oxidative stress by dichlorofluorescein assay using microplate reader11Mention of a trade name, proprietary product, or specific equipment does not constitute a guarantee by the United States Department of Agriculture and does not imply its approval to the exclusion of other products that may be suitable. journal September 1999
Mechanism of Carbon Dioxide-Catalyzed Oxidation of Tyrosine by Peroxynitrite journal January 1996
The Mechanism of the Peroxynitrite–Carbon Dioxide Reaction Probed Using Tyrosine journal August 1997
Visible light photocatalytic antibacterial activity of Ni-doped and N-doped TiO2 on Staphylococcus aureus and Escherichia coli bacteria journal June 2015
Large-Scale Production of Hierarchical TiO 2 Nanorod Spheres for Photocatalytic Elimination of Contaminants and Killing Bacteria journal January 2013
Porphyrin-based photosensitizers for use in photodynamic therapy journal April 1998
Antimicrobial photodynamic therapy: An overview journal January 2011

Cited By (24)

X-ray-activated nanosystems for theranostic applications journal January 2019
Hitherto‐Unexplored Photodynamic Therapy of Ag 2 S and Enhanced Regulation Based on Polydopamine In Vitro and Vivo journal May 2019
X-Ray-Controlled Generation of Peroxynitrite Based on Nanosized LiLuF 4 :Ce 3+ Scintillators and their Applications for Radiosensitization journal September 2018
Harnessing the Photocatalytic Potential of Polypyrroles in Water through Nanointervension: Synthesis and Photophysical Evaluation of Biodegradable Polypyrrolic Nanoencapsulates journal November 2019
Multinuclear Ru( ii ) and Ir( iii ) decorated tetraphenylporphyrins as efficient PDT agents journal January 2019
J-Aggregates of zinc tetraphenylporphyrin: a new pathway to excellent electrochemiluminescence emitters journal January 2019
Cooperative self-assembly of porphyrins and derivatives journal March 2019
High-performance hierarchical ultrathin sheet-based CoOOH hollow nanospheres with rich oxygen vacancies for the oxygen evolution reaction journal January 2019
Self-assembled nanomaterials: design principles, the nanostructural effect, and their functional mechanisms as antimicrobial or detection agents journal January 2019
Peroxynitrite (ONOO ) generation from the HA-TPP@NORM nanoparticles based on synergistic interactions between nitric oxide and photodynamic therapies for elevating anticancer efficiency journal January 2020
A self-delivery system based on an amphiphilic proapoptotic peptide for tumor targeting therapy journal January 2019
Photo-triggerable liposomal drug delivery systems: from simple porphyrin insertion in the lipid bilayer towards supramolecular assemblies of lipid–porphyrin conjugates journal January 2019
Rejuvenated Photodynamic Therapy for Bacterial Infections journal May 2019
Supramolecular Nanodiscs Self‐Assembled from Non‐Ionic Heptamethine Cyanine for Imaging‐Guided Cancer Photothermal Therapy journal November 2019
Porphyrin–ferrocene conjugates for photodynamic and chemodynamic therapy journal January 2018
Porphyrin–palladium hydride MOF nanoparticles for tumor-targeting photoacoustic imaging-guided hydrogenothermal cancer therapy journal January 2019
An Efficient Strategy for Boosting Photogenerated Charge Separation by Using Porphyrins as Interfacial Charge Mediators journal October 2019
Morphology and Size-Dependent Visible-Light-Driven Photocatalytic Hydrogen Evolution of Porphyrin Assemblies journal January 2019
An Efficient Strategy for Boosting Photogenerated Charge Separation by Using Porphyrins as Interfacial Charge Mediators journal November 2019
Surfactant-Assisted Cooperative Self-Assembly of Nanoparticles into Active Nanostructures journal January 2019
Dual Metal–Organic Framework Heterointerface journal August 2019
Picolyl Porphyrin Nanostructures as a Functional Drug Entrant for Photodynamic Therapy in Human Breast Cancers journal July 2019
Nitric Oxide (NO)-Releasing Macromolecules: Rational Design and Biomedical Applications journal July 2019
Near-Infrared Organic Fluorescent Nanoparticles for Long-term Monitoring and Photodynamic Therapy of Cancer journal January 2019