DOI: 10.17586/2226-1494-2015-15-6-1054-1061


СHIRAL RECOGNITION OF CYSTEINE MOLECULES BY CHIRAL CdSe AND CdS QUANTUM DOTS

I. V. Korsakov, M. V. Mukhina, V. G. Maslov, A. V. Baranov, A. V. Fedorov, Y. K. Gun’ko


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For citation: Korsakov I.V., Mukhina M.V., Maslov V.G., Baranov A.V., Fedorov A.V., Gun’ko Yu.K. Сhiral recognition of cysteine molecules by chiral CdSe and CdS quantum dots. Scientific and Technical Journal of Information Technologies, Mechanics and Optics, 2015, vol. 15, no. 6, pp. 1054–1061.

Abstract
Here, we report the investigation of mechanism of chiral molecular recognition of cysteine biomolecules by chiral CdSe and CdS semiconductor nanocrystals. To observe chiral recognition process, we prepared enantioenriched ensembles of the nanocrystals capped with achiral ligand. The enantioenriched samples of intrinsically chiral CdSe quantum dots were prepared by separation of initial racemic mixture of the nanocrystals using chiral phase transfer from chloroform to water driven by L- and D-cysteine. Chiral molecules of cysteine and penicillamine were substituted for achiral molecules of dodecanethiol on the surfaces of CdSe and CdS samples, respectively, via reverse phase transfer from water to chloroform. We estimated an efficiency of the hetero- (d-L or l-D) and homocomplexes (l-L) formation by comparing the extents of corresponding complexing reactions. Using circular dichroism spectroscopy data we show an ability of nanocrystals enantiomers to discriminate between left-handed and right-handed enantiomers of biomolecules via preferential formation of heterocomplexes. Development of approaches for obtaining chiral nanocrystals via chiral phase transfer offers opportunities for investigation of molecular recognition at the nano/bio interfaces.

Keywords: quantum dots, CdSe, CdS, chirality, molecular recognition, enantioselectivity, circular dichroism, absorption

Acknowledgements. This work was supported by the Government of the Russian Federation (Grant 074-U01), and the Ministry of Education and Science of the Russian Federation (Grant No. 14.B25.31.0002). M.В.М. thanks the Ministry of Education and Science of the Russian Federation for partial support via the Scholarships of the President of the Russian Federation for Young Scientists and Graduate Students for 2015–2017.

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