Multiresponsive hydrogels and organogels based on photocaged cysteine†
Jonas Rickhoff,Nicolas V. Cornelissen,Thomas Beuse,Andrea Rentmeister,Bart Jan Ravoo
Chemical Communications Pub Date : 05/12/2021 00:00:00 , DOI:10.1039/D1CC01363G
Abstract

Here we present the readily accessible amino acid 4,5-dimethoxy-2-nitrobenzyl-L-cysteine (DNC), as an ultra-low molecular weight gelator (MW = 316 g mol−1). Sonication of DNC in water or organic solvents as well as pH adjustment in water trigger gelation. A diverse set of stimuli (UV irradiation, oxidation, heat or pH change) induce a gel–sol transition. Moreover, the photo-triggered gel–sol transition was used to obtain a controlled cysteine release from the hydrogel.

Graphical abstract: Multiresponsive hydrogels and organogels based on photocaged cysteine