Chirality sensitive binding of tryptophan enantiomers with pristine single wall carbon nanotubes

Bhattacharyya, Tamoghna; Roy, Subhas Chandra; Dasgupta, Anjan Kr.

doi:10.1039/c4cp00271g

Cited by 8 publications

(4 citation statements)

References 20 publications

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“…The preference of SWCNT(9,13) to interact within a tryptophan‐based hydrophobic pocket adds a valuable information for the role of nanocarbon vectors to intercept protein–protein interactions and their related biological functions . Therefore, the computational approach was further carried out for the POM‐free tryptophan amino acids, that have been previously investigated for their cooperative binding response to pristine SWCNT . Figure g–h shows the interactions between Trp with the SWCNTs (9,3) and (11,5).…”

Section: Resultsmentioning

confidence: 99%

Controlling Size‐Dispersion of Single Walled Carbon Nanotubes by Interaction with Polyoxometalates Armed with a Tryptophan Tweezer

et al. 2018

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A bis-tryptophan tweezer was installed on a polyoxometalate (POM) surface via a bis-amide covalent bond, yielding the enantiopure hybrid POM with C 2 symmetry, as a result of the regioselective functionalization of decatungosilicate [γ-SiW 10 O 36 ] 8at the lacunary site. The combined polyanionic and [a] 374 receptor properties are instrumental for a POM-driven solubilization and enrichment of single walled carbon nanotubes (SWCNTs) with diameter <1.1 nm, as demonstrated by Raman and UV/Vis-NIR evidence, in agreement with the calculated energetics of the tryptophan tweezer-SWCNT interaction. als with promising applications for energy materials, [6] including the fabrication of anodes for lithium-ion batteries and for water splitting devices. [7] Results and DiscussionPost-functionalization of lacunary POMs provides a straightforward tools for the engineering of novel molecular building blocks and the assembly of hybrid nano-materials. In particular, grafting of chiral and/or luminescent probes on the inorganic POM surface is being considered to leverage recognition and imaging of specific targets. [3,5] In this perspective, the divacant Keggin-type polyanion has been decorated with two tryptophan residues, yielding chiral tweezers with C 2 symmetry and fluorescence properties. To this aim, the POM precursor [γ-SiW 10 O 36 {HOC(O)CH 2 PO} 2 ] 4integrating two terminal carboxylic groups has been activated with the classical coupling reagents EDC (3.5 equivs) and HOBt (2.7 equivs) and then reacted with L or D Trp-OMe (2.3 equivs) in CH 3 CN (Figure 1).The bis-substituted POM (S,S)-2, (nBu 4 N) 4 [γ-SiW 10 O 36 {(C 8 H 6 N)CH 2 CH{C(O)OCH 3 }NHC(O)CH 2 PO} 2 ] (Figure 1) has been isolated with 60 % yield, after precipitation and extensive ex-Eur.

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Section: Resultsmentioning

confidence: 99%

Controlling Size‐Dispersion of Single Walled Carbon Nanotubes by Interaction with Polyoxometalates Armed with a Tryptophan Tweezer

et al. 2018

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“…Our synthesized SWNTs are semiconductor , MWNTs are metallic and graphenes are actually a homogenous mixture of having semiconducting and metallic properties in nature depending on its synthesis process. During the synthesis the materials has been properly annealed to make it defect free from oxygen impurities and functionalized with SDS.…”

Section: Resultsmentioning

confidence: 99%

Real‐time electro‐diffusion method to discriminate carbon nanomaterials

Bhattacharyya

Chatterjee

et al. 2015

Electrophoresis

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We report both the experimental and theoretical insights of differential electro-diffusion behavior of carbon nanomaterials (e.g. single wall, multiwall carbon nanotubes, and graphene). We thus discriminate one from the other in a soft gel system. The differential mobility of such material depends on their intrinsic properties, both extend and rate of migration bearing the discriminatory signature. The mobility analysis is made by a real time monitoring of the respective bands.

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“…A recent article highlights the importance of the topology and geometry in modulating thermodynamic and electrical processes in bulk materials [1]. Our own work on how topological chirality of nanomaterials can serve as discriminator for geometrical chirality [2] further commends this 'topological twist' of bulk properties like ligand binding. In this paper we explore such surface dependence of assembly of micellar substances in presence of multiwall carbon nanotubes (MWCNT) single wall carbon nanotubes (SWNT) and graphene.…”

Section: Introductionmentioning

confidence: 97%

A Thermodynamic Discriminator for Carbon Nanomaterials

Bhattacharyaa,

Dasgupta

2015

Preprint

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Interaction between carbon nanomaterials and micellar substrates is studied. A notable observation is the dependence of nano-surface topology on thermodynamic signatures of the carbon nanomaterials e.g., single wall carbon nanotube (SWNT), multiwall carbon nanotube (MWNT) and graphene. The disruption of the self assembly process while the micelles were converted to monomer has a unique character in presence of graphene. This unique behavior follows irrespective of whether the micelle forming monomer is anionic (Sodium dodecyl sulfate) or cationic(Cetrimonium bromide). The direct measurement of temperature(T) also indicates that T falls monotonically as the micelles are formed in presence of graphene, this being different in all other cases (SWNT and MWNT). The photon correlation studies indicated formation of smaller and well distributed micelles in contact with graphene ,this being not the case with SWNT and MWNT. Importantly the free energy change corresponding to the micelle formation has same order of magnitude (-26 to -25 KJ/Mole), the enthalpy showing a nanosurface specific value that varies between -9 to +7 KJ /mole depending on the nature of the nanomaterial and that of the self assembling micellar monomer. The constancy of the free energy and surface dependent vaiations of enthalpy implies that an entropy enthalpy compensation (free energy being a linear combination of the two) is inevitable in the self assembly process. The micellar cooling induced by graphene further implies a possible potential of the nano-embedded self assembly in fields like energy harnessing and bioenergetic manipulations. .

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Chirality sensitive binding of tryptophan enantiomers with pristine single wall carbon nanotubes

Cited by 8 publications

References 20 publications

Controlling Size‐Dispersion of Single Walled Carbon Nanotubes by Interaction with Polyoxometalates Armed with a Tryptophan Tweezer

Controlling Size‐Dispersion of Single Walled Carbon Nanotubes by Interaction with Polyoxometalates Armed with a Tryptophan Tweezer

Real‐time electro‐diffusion method to discriminate carbon nanomaterials

A Thermodynamic Discriminator for Carbon Nanomaterials

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