Dynamic multistimuli-responsive reversible chiral transformation in supramolecular helices

Abstract The design of new chiral chromophores that allow tunable assembly of higher order helical structures by using natural stimuli offers promising avenue in understanding various biological processes. In particular, access to dynamic multistimuli-responsive systems can provide real-time monitor...

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Autores principales:	Santosh Goskulwad, Duong Duc La, Mohammad Al Kobaisi, Sidhanath V. Bhosale, Vipul Bansal, Ajayan Vinu, Katsuhiko Ariga, Sheshanath V. Bhosale
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2018
Materias:	Medicine R Science Q
Acceso en línea:	https://doaj.org/article/a77ba9bf19cb443e97ed48a68dc70313
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spelling	oai:doaj.org-article:a77ba9bf19cb443e97ed48a68dc703132021-12-02T15:08:51ZDynamic multistimuli-responsive reversible chiral transformation in supramolecular helices10.1038/s41598-018-29152-92045-2322https://doaj.org/article/a77ba9bf19cb443e97ed48a68dc703132018-07-01T00:00:00Zhttps://doi.org/10.1038/s41598-018-29152-9https://doaj.org/toc/2045-2322Abstract The design of new chiral chromophores that allow tunable assembly of higher order helical structures by using natural stimuli offers promising avenue in understanding various biological processes. In particular, access to dynamic multistimuli-responsive systems can provide real-time monitoring of chiral transformation in chemical and biological systems. We report on the synthesis of naphthalenediimide appended L-glutamate (NDI-L-Glu) that self-assembles into chiral supramolecular structures under physiological conditions. Specifically, NDI-L-Glu shows a mixture of left- and right-handed helices under physiological conditions, and any deviation from the ambient biochemical environment has a remarkable influence on the chirality of these structures. For instance, acidic environments shift the helicity to left-handedness while the alkaline conditions reversed the helical structures to right-handedness, thereby mimicking the molecular virulence mechanism of tobacco mosaic virus (TMV). The chirality of these supramolecular assemblies can also be controllably tuned by using temperature as an external stimulus, allowing reversible flip of helicity.Santosh GoskulwadDuong Duc LaMohammad Al KobaisiSidhanath V. BhosaleVipul BansalAjayan VinuKatsuhiko ArigaSheshanath V. BhosaleNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 8, Iss 1, Pp 1-11 (2018)
institution	DOAJ
collection	DOAJ
language	EN
topic	Medicine R Science Q
spellingShingle	Medicine R Science Q Santosh Goskulwad Duong Duc La Mohammad Al Kobaisi Sidhanath V. Bhosale Vipul Bansal Ajayan Vinu Katsuhiko Ariga Sheshanath V. Bhosale Dynamic multistimuli-responsive reversible chiral transformation in supramolecular helices
description	Abstract The design of new chiral chromophores that allow tunable assembly of higher order helical structures by using natural stimuli offers promising avenue in understanding various biological processes. In particular, access to dynamic multistimuli-responsive systems can provide real-time monitoring of chiral transformation in chemical and biological systems. We report on the synthesis of naphthalenediimide appended L-glutamate (NDI-L-Glu) that self-assembles into chiral supramolecular structures under physiological conditions. Specifically, NDI-L-Glu shows a mixture of left- and right-handed helices under physiological conditions, and any deviation from the ambient biochemical environment has a remarkable influence on the chirality of these structures. For instance, acidic environments shift the helicity to left-handedness while the alkaline conditions reversed the helical structures to right-handedness, thereby mimicking the molecular virulence mechanism of tobacco mosaic virus (TMV). The chirality of these supramolecular assemblies can also be controllably tuned by using temperature as an external stimulus, allowing reversible flip of helicity.
format	article
author	Santosh Goskulwad Duong Duc La Mohammad Al Kobaisi Sidhanath V. Bhosale Vipul Bansal Ajayan Vinu Katsuhiko Ariga Sheshanath V. Bhosale
author_facet	Santosh Goskulwad Duong Duc La Mohammad Al Kobaisi Sidhanath V. Bhosale Vipul Bansal Ajayan Vinu Katsuhiko Ariga Sheshanath V. Bhosale
author_sort	Santosh Goskulwad
title	Dynamic multistimuli-responsive reversible chiral transformation in supramolecular helices
title_short	Dynamic multistimuli-responsive reversible chiral transformation in supramolecular helices
title_full	Dynamic multistimuli-responsive reversible chiral transformation in supramolecular helices
title_fullStr	Dynamic multistimuli-responsive reversible chiral transformation in supramolecular helices
title_full_unstemmed	Dynamic multistimuli-responsive reversible chiral transformation in supramolecular helices
title_sort	dynamic multistimuli-responsive reversible chiral transformation in supramolecular helices
publisher	Nature Portfolio
publishDate	2018
url	https://doaj.org/article/a77ba9bf19cb443e97ed48a68dc70313
work_keys_str_mv	AT santoshgoskulwad dynamicmultistimuliresponsivereversiblechiraltransformationinsupramolecularhelices AT duongducla dynamicmultistimuliresponsivereversiblechiraltransformationinsupramolecularhelices AT mohammadalkobaisi dynamicmultistimuliresponsivereversiblechiraltransformationinsupramolecularhelices AT sidhanathvbhosale dynamicmultistimuliresponsivereversiblechiraltransformationinsupramolecularhelices AT vipulbansal dynamicmultistimuliresponsivereversiblechiraltransformationinsupramolecularhelices AT ajayanvinu dynamicmultistimuliresponsivereversiblechiraltransformationinsupramolecularhelices AT katsuhikoariga dynamicmultistimuliresponsivereversiblechiraltransformationinsupramolecularhelices AT sheshanathvbhosale dynamicmultistimuliresponsivereversiblechiraltransformationinsupramolecularhelices
_version_	1718388019890749440

Dynamic multistimuli-responsive reversible chiral transformation in supramolecular helices

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