Issue 18, 2020

Fluorescent supramolecular hierarchical self-assemblies from glycosylated 4-amino- and 4-bromo-1,8-naphthalimides

Abstract

An investigation into the self-assembly of two 4-amino- and a 4-bromo-1,8-naphthalimide (Nap) based structures (1–3) possessing an appended glycan unit, from protic polar media, is presented. The results demonstrate the formation of complex hierarchical luminescent aggregates, wherein the morphologies, sizes and spherical structures were highly dependent on both the media and the Nap structure. Upon cleaving the native glycosidic bond, using an enzyme, the structure/morphology of the self-assembly of 3 in buffered solution was significantly transformed.

Graphical abstract: Fluorescent supramolecular hierarchical self-assemblies from glycosylated 4-amino- and 4-bromo-1,8-naphthalimides

Supplementary files

Article information

Article type
Communication
Submitted
07 1 2020
Accepted
16 4 2020
First published
16 4 2020

Org. Biomol. Chem., 2020,18, 3475-3480

Fluorescent supramolecular hierarchical self-assemblies from glycosylated 4-amino- and 4-bromo-1,8-naphthalimides

E. Calatrava-Pérez, S. Acherman, L. Stricker, G. McManus, J. Delente, A. D. Lynes, A. F. Henwood, J. I. Lovitt, C. S. Hawes, K. Byrne, W. Schmitt, O. Kotova, T. Gunnlaugsson and E. M. Scanlan, Org. Biomol. Chem., 2020, 18, 3475 DOI: 10.1039/D0OB00033G

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