Wang, Runlai; Tovar, John D

DOI:

Abstract

Four pH-responsive π-peptide macromolecules embedded with the known Aggregation Induced Emission chromophore (AIE-gen) tetraphenylethene (TPE) were examined to explore how peptide side chain composition influenced the nature of the AIE under aqueous conditions. These molecules were readily synthesized via standard solid-phase peptide synthesis (SPPS) followed by on-resin 4-fold conjugation with a functionalized TPE. The specific outcomes of the AIE upon π-peptide pH-driven assembly, as influenced by the nature of the peptide sequence, were characterized by ultraviolet−visible (UV−vis), photoluminescence (PL) and circular dichroism (CD) spectroscopies in aqueous media, along with transmission electron microscopy (TEM) to visualize nanomaterial morphologies resulting from the pH-triggered aggregation. Peptide side chains play a critical role in regulating emission in aggregated states. This study offers a new strategy for designing and modulating fluorescent molecules in aggregated states.

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