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The Development of Novel Near-Infrared (NIR) Tetraarylazadipyrromethene Fluorescent Dyes

Laboratory of Bioimaging Probe Development, Singapore Bioimaging Consortium, Agency for Science, Technology and Research (A*STAR), Biopolis, 138667, Singapore
Department of Chemistry, Medicinal Chemistry Program of Life Sciences Institute, National University of Singapore, 3 Science Drive 3, 117543, Singapore
Author to whom correspondence should be addressed.
Materials 2013, 6(5), 1779-1788;
Received: 31 January 2013 / Revised: 19 April 2013 / Accepted: 22 April 2013 / Published: 6 May 2013
(This article belongs to the Special Issue Advances in Colorants)
PDF [443 KB, uploaded 7 May 2013]


Novel structures of an near-infrared (NIR) tetraarylazadipyrromethene (aza-BODIPY) series have been prepared. We designed the core structure containing two amido groups at the para-position of the aromatic rings. The amido group was incorporated to secure insensitivity to pH and to ensure a bathochromic shift to the NIR region. Forty members of aza-BODIPY compounds were synthesized by substitution of the acetyl group with commercial amines on the alpha bromide. The physicochemical properties and photostability were investigated and the fluorescence emission maxima (745~755 nm) were found to be in the near infrared (NIR) range of fluorescence. View Full-Text
Keywords: Near Infra-Red; fluorescent; aza-BODIPY Near Infra-Red; fluorescent; aza-BODIPY

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Lee, S.-C.; Zhai, D.; Mukherjee, P.; Chang, Y.-T. The Development of Novel Near-Infrared (NIR) Tetraarylazadipyrromethene Fluorescent Dyes. Materials 2013, 6, 1779-1788.

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