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Intramolecularly stapled amphipathic peptides via a boron–sugar interaction

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Abstract

Amadori products (deoxyfructosyllysine derivatives) that can selectively interact with phenylboronic acids and borate ions were synthesized. The intramolecular interactions between the fructosyl moiety and phenylboronic acid incorporated into various positions of the peptide chain were investigated using high-resolution mass spectrometry (HR–MS), circular dichroism (CD), and nuclear magnetic resonance (NMR).

Graphical abstract: Intramolecularly stapled amphipathic peptides via a boron–sugar interaction

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Article information


Submitted
10 Apr 2020
Accepted
23 Jun 2020
First published
23 Jun 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

Intramolecularly stapled amphipathic peptides via a boron–sugar interaction

M. Kijewska, A. Czerwińska, S. Al-Harthi, G. Wołczański, M. Waliczek, A. Emwas, M. Jaremko, Ł. Jaremko, P. Stefanowicz and Z. Szewczuk, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC02603D

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