Azacalixphyrins as NIR photoacoustic contrast agents

Lucien Lavaud; Simon Pascal; Khaled Metwally; Damien Gasteau; Anabela Da Silva; Zhongrui Chen; Mourad Elhabiri; Gabriel Canard; Denis Jacquemin; Olivier Siri

doi:10.1039/C8CC05851B

Azacalixphyrins as NIR photoacoustic contrast agents†

Lucien Lavaud,

^a Simon Pascal,

*^a Khaled Metwally,^b Damien Gasteau,^b Anabela Da Silva,*^b Zhongrui Chen,^a Mourad Elhabiri,

^c Gabriel Canard,

^a Denis Jacquemin

^d and Olivier Siri

*^a

Author affiliations

* Corresponding authors

^a Aix-Marseille Université, CNRS UMR 7325, Centre Interdisciplinaire de Nanoscience de Marseille (CINaM), Campus de Luminy, 13288 Marseille cedex 09, France
E-mail: pascal@cinam.univ-mrs.fr

^b Aix Marseille Univ, CNRS, Centrale Marseille, Institut Fresnel, Marseille, France

^c Université de Strasbourg, Université de Haute-Alsace, CNRS, LIMA, UMR 7042, Equipe Chimie Bioorganique et Médicinale, ECPM, 25 Rue Becquerel, 67000 Strasbourg, France

^d Laboratoire CEISAM, CNRS UMR 6230, Université de Nantes, 2, rue de la Houssinière, 44322 Nantes, France

Abstract

Near-infrared (NIR) azacalixphyrins bearing aryl substituents strongly impacting the physico-chemical properties of the macrocycles were designed, enabling hyperchromic and bathochromic shifts of the absorption compared to their N-alkylated analogues. This engineering enhances the photoacoustic response under NIR excitation, making azacalixphyrins promising organic contrast agents that reach the 800–1000 nm range.

Chemical Communications

Azacalixphyrins as NIR photoacoustic contrast agents†

Abstract

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Azacalixphyrins as NIR photoacoustic contrast agents

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