L-phenylalanine-tethered, naphthalene diimide-based, aggregation-induced, green-emitting organic nanoparticles

Choudhury, Pritam ; Das, Krishnendu ; Das, Prasanta Kumar (2017) L-phenylalanine-tethered, naphthalene diimide-based, aggregation-induced, green-emitting organic nanoparticles Langmuir, 33 (18). pp. 4500-4510. ISSN 0743-7463

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Official URL: http://pubs.acs.org/doi/abs/10.1021/acs.langmuir.7...

Related URL: http://dx.doi.org/10.1021/acs.langmuir.7b00452


The present article delineates the formation of green fluorescent organic nanoparticle through supramolecular aggregation of naphthalene diimide (NDI)-based, carboxybenzyl-protected, l-phenylalanine-appended bola-amphiphile, NDI-1. The amphiphilic molecule is soluble in DMSO, and, with gradual addition of water within the DMSO solution, the amphiphile starts to self-assemble via H-type aggregation to form spherical nanoparticles. These self-assembly of NDI-1 in the presence of a high amount of water exhibited aggregation-induced emission (AIE) through excimer formation. Notably, in the presence of 99% water content, the amphiphile forms spherical aggregated nanoparticles as confirmed from microscopic investigations and dynamic light scattering study. Interestingly, the emission maxima of molecularly dissolved NDI-1 (weak blue fluorescence) red-shifted upon aggregation with increase in water concentration and led to the formation of green-emitting fluorescent organic nanoparticles (FONPs) at 99% water content. These green-emitting FONPs were utilized in cell imaging as well as for efficient transportation of anticancer drug curcumin inside mammalian cells.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:108544
Deposited On:01 Feb 2018 11:14
Last Modified:01 Feb 2018 11:14

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