ROS‐Triggered Gel‐Sol Transition and Kinetics‐Controlled Cargo Release by Methionine‐Containing Peptides

Author:

Hara Yoshika1,Yaguchi Atsuya1,Hiramatsu Hirotsugu23,Muraoka Takahiro145ORCID

Affiliation:

1. Department of Applied Chemistry, Graduate School of Engineering Tokyo University of Agriculture and Technology 2-24-16 Naka-cho, Koganei Tokyo 184-8588 Japan

2. Department of Applied Chemistry National Yang Ming Chiao Tung University Hsinchu 30010 Taiwan

3. Center for Emergent Functional Matter Science National Yang Ming Chiao Tung University Hsinchu 30010 Taiwan

4. Institute of Global Innovation Research Tokyo University of Agriculture and Technology 3-8-1 Harumi-cho, Fuchu Tokyo 183-8538 Japan

5. Kanagawa Institute of Industrial Science and Technology 3-2-1 Sakato, Takatsu-ku Kawasaki Kanagawa 213-0012 Japan

Abstract

AbstractThe gel‐sol transition of self‐assembling peptides is a useful switch for environment‐dependent drug release. For their applications, kinetics control of the responses is important for matching the velocity of release to the target biological events. Here we demonstrate the chemical control of redox‐triggered gel‐sol transition kinetics of self‐assembling peptides by altering the amino acid sequence. Amphiphilic peptides were developed in which a methionine residue was located in the middle (JigSAP‐IMI) or near the N terminus (JigSAP‐MII). Both peptides formed hydrogels under physiological conditions—forming β‐sheet‐based supramolecular nanofibers. In contrast, the oxidized forms remained in the solution state under identical conditions—adopting α‐helix‐rich secondary structures. Upon oxidation with H2O2, a reactive oxygen species, JigSAP‐MII showed a faster gel‐to‐sol transition and cargo‐releasing than JigSAP‐IMI, thus indicating that the phase‐transition and releasing kinetics of self‐assembling peptides can be rationally controlled by the position of the reactive amino acid residue.

Funder

Takeda Science Foundation

Asahi Glass Foundation

Publisher

Wiley

Subject

Organic Chemistry,Molecular Biology,Molecular Medicine,Biochemistry

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