Please use this identifier to cite or link to this item:
Full metadata record
DC FieldValueLanguage
dc.contributor.authorGawale, Yogeshen
dc.contributor.authorAdarsh, Nagappanpillaien
dc.contributor.authorKalva, Sandeep Kumaren
dc.contributor.authorJoseph, Joshyen
dc.contributor.authorPramanik, Manojiten
dc.contributor.authorRamaiah, Danaboyinaen
dc.contributor.authorSekar, Nagaiyanen
dc.identifier.citationGawale, Y., Adarsh, N., Kalva, S. K., Joseph, J., Pramanik, M., Ramaiah, D., et al. (2017). Carbazole-Linked Near-Infrared Aza-BODIPY Dyes as Triplet Sensitizers and Photoacoustic Contrast Agents for Deep-Tissue Imaging. Chemistry - A European Journal, 23(27), 6570-6578.en
dc.description9 p.en
dc.description.abstractFour new N-ethylcarbazole-linked aza-boron-dipyrromethene (aza-BODIPY) dyes (8 a,b and 9 a,b) were synthesized and characterized. The presence of the N-ethylcarbazole moiety shifts their absorption and fluorescence spectra to the near-infrared region, λ≈650–730 nm, of the electromagnetic spectrum. These dyes possess strong molar absorptivity in the range of 3–4×104 m−1 cm−1 with low fluorescence quantum yields. The triplet excited state and singlet oxygen generation of these dyes were enhanced upon iodination at the core position. The core-iodinated dyes 9 a,b showed excellent triplet quantum yields of about 90 and 75 %, with singlet oxygen generation efficiency of about 70 and 60 % relative to that of the parent dyes. Derivatives 8 a,b showed dual absorption profiles, in contrast to dyes 9 a,b, which had the characteristic absorption band of aza-BODIPY dyes. DFT calculations revealed that the electron density was spread over the iodine and dipyrromethene plane of 9 a,b, whereas in 8 a,b the electron density was distributed on the carbazole group and dipyrromethene plane of aza-BODIPY. The uniqueness of these aza-BODIPY systems is that they exhibit efficient triplet-state quantum yields, high singlet oxygen generation yields, and good photostability. Furthermore, the photoacoustic (PA) characteristics of these aza-BODIPY dyes was explored, and efficient PA signals for 8 a were observed relative to blood serum with in vitro deep-tissue imaging, thereby confirming its use as a promising PA contrast agent.en
dc.description.sponsorshipMOE (Min. of Education, S’pore)en
dc.description.sponsorshipNMRC (Natl Medical Research Council, S’pore)en
dc.description.sponsorshipMOH (Min. of Health, S’pore)en
dc.relation.ispartofseriesChemistry - A European Journalen
dc.rights© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. This is the author created version of a work that has been peer reviewed and accepted for publication by Chemistry - A European Journal, Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [].en
dc.titleCarbazole-Linked Near-Infrared Aza-BODIPY Dyes as Triplet Sensitizers and Photoacoustic Contrast Agents for Deep-Tissue Imagingen
dc.typeJournal Articleen
dc.contributor.schoolSchool of Chemical and Biomedical Engineeringen
dc.description.versionAccepted Versionen
item.fulltextWith Fulltext-
Appears in Collections:SCBE Journal Articles

Citations 5

Updated on Jul 4, 2024

Web of ScienceTM
Citations 5

Updated on Oct 28, 2023

Page view(s) 20

Updated on Jul 13, 2024

Download(s) 20

Updated on Jul 13, 2024

Google ScholarTM




Items in DR-NTU are protected by copyright, with all rights reserved, unless otherwise indicated.