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Issue 67, 2017
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Modulating the Phe–Phe dipeptide aggregation landscape via covalent attachment of an azobenzene photoswitch

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Abstract

Synthetic control of peptide-based supramolecular assemblies can provide molecular cues to understand protein aggregation while also inspiring the development of novel chemical biology tools to deliver cargoes inside cells. Here we show that the trans-to-cis photoisomerization of a pendant azo-group covalently attached to a Phe–Phe dipeptide can comprehensively ‘turn-off’ its native fibrillation propensity as well as provide an optical handle to reversibly switch the aggregate morphology from fibril to vesicle.

Graphical abstract: Modulating the Phe–Phe dipeptide aggregation landscape via covalent attachment of an azobenzene photoswitch

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Publication details

The article was received on 27 May 2017, accepted on 21 Jul 2017 and first published on 21 Jul 2017


Article type: Communication
DOI: 10.1039/C7CC04106C
Citation: Chem. Commun., 2017,53, 9348-9351
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    Modulating the Phe–Phe dipeptide aggregation landscape via covalent attachment of an azobenzene photoswitch

    M. Johny, K. Vijayalakshmi, A. Das, P. Roy, A. Mishra and J. Dasgupta, Chem. Commun., 2017, 53, 9348
    DOI: 10.1039/C7CC04106C

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