Carbon Nanotubes in the Biological Interphase: The Relevance of Noncovalence

Lee, Yeon-Ju; Geckeler, Kurt E.

doi:10.1002/adma.201000746

Cited by 69 publications

(63 citation statements)

References 63 publications

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“…[59,60] Fluorescence imaging studies on fluorescent carbon nanotubes have thus far focused primarily on the measurement of the steady state spatial changes in emission intensity or wavelength. [4,[15][16][17][18][19]21,23,[61][62][63][64][65][66][67][68] The use of fluorescence lifetime imaging microscopy (FLIM) in combination with multiphoton excitation and near infrared (NIR) femtosecond laser pulses is widely used in the study of small molecule fluorophores particularly for in vitro studies. [69][70][71][72] To date FLIM has been used primarily on endogenous molecules such as tryptophan and common fluorescent dyes (e.g.…”

Section: Introductionmentioning

confidence: 99%

Interactions Between Amino Acid‐Tagged Naphthalenediimide and Single Walled Carbon Nanotubes for the Design and Construction of New Bioimaging Probes

Pantoş

Kuganathan

et al. 2011

Adv Funct Materials

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A new synthetic route to functionalized single walled carbon nanotubes (SWNTs) via supramolecular interactions using a specifically designed naphthalenediimide (NDI) nanoreceptor is demonstrated. The tendency of the NDI to spontaneously form composites with carbon nanomaterials leads to fluorescent amino acid tagged SWNTs, which are dispersible in widely accessible organic solvents (CHCl 3 , DMSO) as well as in biocompatible cell medium (EMEM, Eagle's modified essential medium). The X-ray crystal structure of the first iodine-tagged and amino acid-functionalized NDI molecule, designed especially to facilitate the high resolution transmission electron microscopy (HR TEM) imaging whilst retaining its ability to self-assemble into a nanodimensional receptor in weakly polar solvents, is also described. A new hybrid material, NDI@SWNT, was prepared and characterized as dispersed in organic solvents and aqueous media and in the solid state by HR TEM, tapping mode atomic force microscopy (TM AFM), scanning electron microscopy (SEM), circular dichroism, Raman and fluorescence spectroscopies (steady-state single and two-photon techniques). We have been interested in the design and spectroscopic investigation of new nanomaterials with light emitting properties.[67] The NDI nanotubular receptor recently developed [55] should have the ability to bind via donor-acceptor interactions to carbon nanomaterials, in an analogous manner to that found in the exciting new hybrids containing perylenes in SWNTselectron acceptor composites for photovoltaic applications, reported by the groups of Hirsch [12][13][14] and Guldi.[14]We report our investigations at the formation of a new nanohybrid, denoted NDI@SWNT, in solution and on a preparative scale. We report here for the first time, the recognition and coating of the aromatic surface of ultra-purified SWNTs (provided by Thomas Swan Ltd, Elicarb SWNTs, and further steampuriffied to ensure they are free of catalytic impurities or carbonaceous materials from the nanotube synthesis, Supplementary Information) by a new iodine-and amino acid-derivatized NDI. Investigations into the properties of the new material synthesized (in bulk and in dispersions in CHCl 3 , EtOH, DMSO and serum free aqueous cell culture media such as EMEM) have been carried out by Raman, circular dichroism, FT IR, UV-vis-NIR and fluorescence spectroscopies and imaged at the nanoscale by HR TEM, SEM, EDS and TM AFM. The cellular translocation of the resulting NDI@SWNT complex was investigated by a combination of fluorescence microscopy techniques including fluorescence lifetime imaging and cytotoxicity assays (MTT) in cancerous and non-cancerous cell lines. Here we have used such techniques to probe the integrity of a new nanocomposite denoted NDI@SWNT in vitro. Such an approach could aid the future understanding of the mechanism of action of supramolecular materials at the cellular level and improve the synthetic design of nanohybrids for biomedical imaging and therapeutic applications. Results and Discussions Synthe...

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Section: Introductionmentioning

confidence: 99%

Interactions Between Amino Acid‐Tagged Naphthalenediimide and Single Walled Carbon Nanotubes for the Design and Construction of New Bioimaging Probes

Pantoş

Kuganathan

et al. 2011

Adv Funct Materials

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“…56 A number of reviews have discussed CNT functionalization with many different organic groups and with more detailed information. [57][58][59] The dimensions of the CNT become especially relevant to conduct studies on a nanoscale, since its size simulates collagen protein at the nanoscale level. One of the features already fully understood from the ECM is the necessity to submit your manuscript | www.dovepress.com have in its physical structure a substrate that can interact with fibrous protein, maintaining its integrity for a long time (retarding proteolysis).…”

Section: Required Characteristics For a Desirable Scaffold And Its Immentioning

confidence: 99%

Carbon nanotube interaction with extracellular matrix proteins producing scaffolds for tissue engineering

Tonelli¹,

Santos²,

Gomes³

et al. 2012

IJN

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Abstract:In recent years, significant progress has been made in organ transplantation, surgical reconstruction, and the use of artificial prostheses to treat the loss or failure of an organ or bone tissue. In recent years, considerable attention has been given to carbon nanotubes and collagen composite materials and their applications in the field of tissue engineering due to their minimal foreign-body reactions, an intrinsic antibacterial nature, biocompatibility, biodegradability, and the ability to be molded into various geometries and forms such as porous structures, suitable for cell ingrowth, proliferation, and differentiation. Recently, grafted collagen and some other natural and synthetic polymers with carbon nanotubes have been incorporated to increase the mechanical strength of these composites. Carbon nanotube composites are thus emerging as potential materials for artificial bone and bone regeneration in tissue engineering.

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“…In fact, one study looked at the cellular uptake of several types of functionalized SWCNTs and found that cellular internalization is independent of the functional groups or cell type, which confi rms their potential use as a drug-delivery vehicle (Kostarelos et al ., 2007). Although CNT internalization methods are not well identifi ed, researchers have described two main pathways of passive diffusion through the lipid bilayers of cell membrane and energy-dependent endocytosis (Madani et al ., 2011;Lee and Geckeler, 2010). It has been observed that the short SWCNTs (≤400 nm) are generally transported to the nucleus, as shown in Fig.…”

Section: Drug and Factor Deliverymentioning

confidence: 92%