Quinone-fused porphyrins as contrast agents for photoacoustic imaging

Handle URI:
http://hdl.handle.net/10754/625873
Title:
Quinone-fused porphyrins as contrast agents for photoacoustic imaging
Authors:
Banala, Srinivas ( 0000-0003-3562-377X ) ; Fokong, Stanley; Brand, Christian; Andreou, Chrysafis; Kräutler, Bernhard ( 0000-0002-2222-0587 ) ; Rueping, Magnus ( 0000-0003-4580-5227 ) ; Kiessling, Fabian ( 0000-0002-7341-0399 )
Abstract:
Photoacoustic (PA) imaging is an emerging non-invasive diagnostic modality with many potential clinical applications in oncology, rheumatology and the cardiovascular field. For this purpose, there is a high demand for exogenous contrast agents with high absorption coefficients in the optical window for tissue imaging, i.e. the near infrared (NIR) range between 680 and 950 nm. We herein report the photoacoustic properties of quinone-fused porphyrins inserted with different transition metals as new highly promising candidates. These dyes exhibit intense NIR absorption, a lack of fluorescence emission, and PA sensitivity in concentrations below 3 nmol mL. In this context, the highest PA signal was obtained with a Zn(ii) inserted dye. Furthermore, this dye was stable in blood serum and free thiol solution and exhibited negligible cell toxicity. Additionally, the Zn(ii) probe could be detected with an up to 3.2 fold higher PA intensity compared to the clinically most commonly used PA agent, ICG. Thus, further exploration of the 'quinone-fusing' approach to other chromophores may be an efficient way to generate highly potent PA agents that do not fluoresce and shift their absorption into the NIR range.
KAUST Department:
KAUST Catalysis Center (KCC)
Citation:
Banala S, Fokong S, Brand C, Andreou C, Kräutler B, et al. (2017) Quinone-fused porphyrins as contrast agents for photoacoustic imaging. Chem Sci 8: 6176–6181. Available: http://dx.doi.org/10.1039/c7sc01369h.
Publisher:
Royal Society of Chemistry (RSC)
Journal:
Chem. Sci.
Issue Date:
27-Jun-2017
DOI:
10.1039/c7sc01369h
Type:
Article
ISSN:
2041-6520; 2041-6539
Sponsors:
Financial support from the Excellence Initiative of the German federal and state governments through the I3TM Seed Fund Program and technical support from Fujifilm Visualsonics Inc (Drs Jithin Jose and Katrin Suppelt) are acknowledged. The authors particularly thank Drs Thomas Reiner, Jan Grimm and Moritz Kircher for their helpful discussions and support.
Additional Links:
http://pubs.rsc.org/en/Content/ArticleLanding/2017/SC/C7SC01369H#!divAbstract
Appears in Collections:
Articles; KAUST Catalysis Center (KCC)

Full metadata record

DC FieldValue Language
dc.contributor.authorBanala, Srinivasen
dc.contributor.authorFokong, Stanleyen
dc.contributor.authorBrand, Christianen
dc.contributor.authorAndreou, Chrysafisen
dc.contributor.authorKräutler, Bernharden
dc.contributor.authorRueping, Magnusen
dc.contributor.authorKiessling, Fabianen
dc.date.accessioned2017-10-17T08:48:35Z-
dc.date.available2017-10-17T08:48:35Z-
dc.date.issued2017-06-27en
dc.identifier.citationBanala S, Fokong S, Brand C, Andreou C, Kräutler B, et al. (2017) Quinone-fused porphyrins as contrast agents for photoacoustic imaging. Chem Sci 8: 6176–6181. Available: http://dx.doi.org/10.1039/c7sc01369h.en
dc.identifier.issn2041-6520en
dc.identifier.issn2041-6539en
dc.identifier.doi10.1039/c7sc01369hen
dc.identifier.urihttp://hdl.handle.net/10754/625873-
dc.description.abstractPhotoacoustic (PA) imaging is an emerging non-invasive diagnostic modality with many potential clinical applications in oncology, rheumatology and the cardiovascular field. For this purpose, there is a high demand for exogenous contrast agents with high absorption coefficients in the optical window for tissue imaging, i.e. the near infrared (NIR) range between 680 and 950 nm. We herein report the photoacoustic properties of quinone-fused porphyrins inserted with different transition metals as new highly promising candidates. These dyes exhibit intense NIR absorption, a lack of fluorescence emission, and PA sensitivity in concentrations below 3 nmol mL. In this context, the highest PA signal was obtained with a Zn(ii) inserted dye. Furthermore, this dye was stable in blood serum and free thiol solution and exhibited negligible cell toxicity. Additionally, the Zn(ii) probe could be detected with an up to 3.2 fold higher PA intensity compared to the clinically most commonly used PA agent, ICG. Thus, further exploration of the 'quinone-fusing' approach to other chromophores may be an efficient way to generate highly potent PA agents that do not fluoresce and shift their absorption into the NIR range.en
dc.description.sponsorshipFinancial support from the Excellence Initiative of the German federal and state governments through the I3TM Seed Fund Program and technical support from Fujifilm Visualsonics Inc (Drs Jithin Jose and Katrin Suppelt) are acknowledged. The authors particularly thank Drs Thomas Reiner, Jan Grimm and Moritz Kircher for their helpful discussions and support.en
dc.publisherRoyal Society of Chemistry (RSC)en
dc.relation.urlhttp://pubs.rsc.org/en/Content/ArticleLanding/2017/SC/C7SC01369H#!divAbstracten
dc.rightsThis Open Access Article is licensed under a Creative Commons Attribution 3.0 Unported Licence.en
dc.rights.urihttp://creativecommons.org/licenses/by/3.0/en
dc.titleQuinone-fused porphyrins as contrast agents for photoacoustic imagingen
dc.typeArticleen
dc.contributor.departmentKAUST Catalysis Center (KCC)en
dc.identifier.journalChem. Sci.en
dc.eprint.versionPublisher's Version/PDFen
dc.contributor.institutionInstitute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, Aachen, D-52074, , Germanyen
dc.contributor.institutionInstitute for Experimental Molecular Imaging, University Clinic, RWTH Aachen University, Pauwelstraße 30, Aachen, D-52074, , , Germanyen
dc.contributor.institutionDepartment of Radiology, Memorial Sloan Kettering Cancer Center, 1275 York Avenue, New York, NY, 10065, , United Statesen
dc.contributor.institutionInstitute of Organic Chemistry, University of Innsbruck, Innrain 80-82, Innsbruck, A6020, , Austriaen
kaust.authorRueping, Magnusen
All Items in KAUST are protected by copyright, with all rights reserved, unless otherwise indicated.