Basheer, M. C. ; Santhosh, U. ; Alexa, S. ; Thomas, George K. ; Suresh, Cherumuttathu H. ; Das, Suresh (2007) Design and synthesis of squaraine based near infrared fluorescent probes Tetrahedron, 63 (7). pp. 1617-1623. ISSN 0040-4020
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...
Related URL: http://dx.doi.org/10.1016/j.tet.2006.12.007
Abstract
A novel class of dialkylanthracene containing squaraine dyes (Sq1-3) possessing intense absorption and emission in the NIR region has been synthesized. Structural and electronic features investigated using DFT methods suggest that the significant bathochromic shifts observed on replacing dialkylaniline by dialkylanthracene in this class of molecules can be attributed to a reduction in the HOMO-LUMO gap mainly due to enhanced hydrogen bonding between the carbonyl group of the cyclobutane ring and the neighboring aromatic hydrogen in the dyes containing the anthracene moiety. The absence of fluorescence in aqueous media and high fluorescence when encapsulated into hydrophobic domains make this class of dyes especially useful as probes for mapping such domains in biological systems.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Near Infrared Dyes; Squaraine; Fluorescent Probes; Micelles; Modeling |
| ID Code: | 8793 |
| Deposited On: | 28 Oct 2010 10:50 |
| Last Modified: | 31 May 2011 06:39 |
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