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Expanded porphyrins: functional photoacoustic imaging agents that operate in the NIR-II region
Photoacoustic imaging (PAI) relies on the use of contrast agents with high molar absorptivity in the NIR-I/NIR-II region. Expanded porphyrins, synthetic analogues of natural tetrapyrrolic pigments (e.g. heme and chlorophyll), constitute as potentially attractive platforms due to their NIR-II absorpt...
Autores principales: | , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8317656/ https://www.ncbi.nlm.nih.gov/pubmed/34377389 http://dx.doi.org/10.1039/d1sc01591e |
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author | Chen, Jingqin Sedgwick, Adam C. Sen, Sajal Ren, Yaguang Sun, Qinchao Chau, Calvin Arambula, Jonathan F. Sarma, Tridib Song, Liang Sessler, Jonathan L. Liu, Chengbo |
author_facet | Chen, Jingqin Sedgwick, Adam C. Sen, Sajal Ren, Yaguang Sun, Qinchao Chau, Calvin Arambula, Jonathan F. Sarma, Tridib Song, Liang Sessler, Jonathan L. Liu, Chengbo |
author_sort | Chen, Jingqin |
collection | PubMed |
description | Photoacoustic imaging (PAI) relies on the use of contrast agents with high molar absorptivity in the NIR-I/NIR-II region. Expanded porphyrins, synthetic analogues of natural tetrapyrrolic pigments (e.g. heme and chlorophyll), constitute as potentially attractive platforms due to their NIR-II absorptivity and their ability to respond to stimuli. Here, we evaluate two expanded porphyrins, naphthorosarin (1) and octaphyrin (4), as stimuli responsive PA contrast agents for functional PAI. Both undergo proton-coupled electron transfer to produce species that absorb well in the NIR-II region. Octaphyrin (4) was successfully encapsulated into 1,2-distearoyl-sn-glycero-3-phosphoethanolamine-poly(ethylene glycol) (DSPE-PEG(2000)) nanoparticles to afford OctaNPs. In combination with PAI, OctaNPs allowed changes in the acidic environment of the stomach to be visualized and cancerous versus healthy tissues to be discriminated. |
format | Online Article Text |
id | pubmed-8317656 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-83176562021-08-09 Expanded porphyrins: functional photoacoustic imaging agents that operate in the NIR-II region Chen, Jingqin Sedgwick, Adam C. Sen, Sajal Ren, Yaguang Sun, Qinchao Chau, Calvin Arambula, Jonathan F. Sarma, Tridib Song, Liang Sessler, Jonathan L. Liu, Chengbo Chem Sci Chemistry Photoacoustic imaging (PAI) relies on the use of contrast agents with high molar absorptivity in the NIR-I/NIR-II region. Expanded porphyrins, synthetic analogues of natural tetrapyrrolic pigments (e.g. heme and chlorophyll), constitute as potentially attractive platforms due to their NIR-II absorptivity and their ability to respond to stimuli. Here, we evaluate two expanded porphyrins, naphthorosarin (1) and octaphyrin (4), as stimuli responsive PA contrast agents for functional PAI. Both undergo proton-coupled electron transfer to produce species that absorb well in the NIR-II region. Octaphyrin (4) was successfully encapsulated into 1,2-distearoyl-sn-glycero-3-phosphoethanolamine-poly(ethylene glycol) (DSPE-PEG(2000)) nanoparticles to afford OctaNPs. In combination with PAI, OctaNPs allowed changes in the acidic environment of the stomach to be visualized and cancerous versus healthy tissues to be discriminated. The Royal Society of Chemistry 2021-06-23 /pmc/articles/PMC8317656/ /pubmed/34377389 http://dx.doi.org/10.1039/d1sc01591e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
spellingShingle | Chemistry Chen, Jingqin Sedgwick, Adam C. Sen, Sajal Ren, Yaguang Sun, Qinchao Chau, Calvin Arambula, Jonathan F. Sarma, Tridib Song, Liang Sessler, Jonathan L. Liu, Chengbo Expanded porphyrins: functional photoacoustic imaging agents that operate in the NIR-II region |
title | Expanded porphyrins: functional photoacoustic imaging agents that operate in the NIR-II region |
title_full | Expanded porphyrins: functional photoacoustic imaging agents that operate in the NIR-II region |
title_fullStr | Expanded porphyrins: functional photoacoustic imaging agents that operate in the NIR-II region |
title_full_unstemmed | Expanded porphyrins: functional photoacoustic imaging agents that operate in the NIR-II region |
title_short | Expanded porphyrins: functional photoacoustic imaging agents that operate in the NIR-II region |
title_sort | expanded porphyrins: functional photoacoustic imaging agents that operate in the nir-ii region |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8317656/ https://www.ncbi.nlm.nih.gov/pubmed/34377389 http://dx.doi.org/10.1039/d1sc01591e |
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