Dataset Information

Linker-Regulated H₂S Release from Aromatic Peptide Amphiphile Hydrogels.

ABSTRACT: Controlled release is an essential requirement for delivery of hydrogen sulfide (H₂S) because of its reactive nature, short half-life in biological fluids, and toxicity at high concentrations. In this context, H₂S delivery via hydrogels may be beneficial as they can deliver H₂S locally at the site of interest. Herein, we employed hydrogels based on aromatic peptide amphiphiles (APAs) with tunable mechanical properties to modulate the rates of H₂S release. The APAs contained an aromatic S-aroylthiooxime (SATO) H₂S donor attached with a linker to a short IAVEEE hexapeptide. Linker units included carbonyl, substituted O-methylenes, alkenyl, and alkyl segments with the goal of evaluating the role of linker structure on self-assembly, capacity for hydrogelation, and H₂S release rate. We studied each peptide by transmission electron microscopy, circular dichroism spectroscopy, and rheology, and we measured H₂S release rates from each gel, triggering SATO decomposition and release of H₂S by addition of cysteine (Cys). Using an H₂S-selective electrode probe as well as a turn-on fluorescent H₂S probe in the presence of H9C2 cardiomyocytes, we found that the rate of H₂S release from the hydrogels depended on the rate of Cys penetration into the nanofiber core with stiffer gels showing longer overall release.

SUBMITTER: Kaur K

PROVIDER: S-EPMC7730058 | biostudies-literature | 2020 Mar

REPOSITORIES: biostudies-literature

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Linker-Regulated H2S Release from Aromatic Peptide Amphiphile Hydrogels.

Kaur Kuljeet K Wang Yin Y Matson John B JB

Biomacromolecules 20200213 3

Controlled release is an essential requirement for delivery of hydrogen sulfide (H2S) because of its reactive nature, short half-life in biological fluids, and toxicity at high concentrations. In this context, H2S delivery via hydrogels may be beneficial as they can deliver H2S locally at the site of interest. Herein, we employed hydrogels based on aromatic peptide amphiphiles (APAs) with tunable mechanical properties to modulate the rates of H2S relea ...[more]

PMID: 32053359

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Project description:H2S is a gasotransmitter with several physiological roles, but its reactivity and short half-life in biological media make its controlled delivery difficult. For biological applications of the gas, hydrogels have the potential to deliver H2S with several advantages over other donor systems, including localized delivery, controlled release rates, biodegradation, and variable mechanical properties. In this study, we designed and evaluated peptide-based H2S-releasing hydrogels with controllable H2S delivery. The hydrogels were prepared from short, self-assembling aromatic peptide amphiphiles (APAs), functionalized on their N-terminus with S-aroylthiooximes (SATOs), which release H2S in response to a thiol trigger. The APAs were studied both in solution and in gel forms, with gelation initiated by addition of CaCl2. Various substituents were included on the SATO component of the APAs in order to evaluate their effects on self-assembled morphology and H2S release rate in both the solution and gel phases. Transmission electron microscopy (TEM) images confirmed that all H2S-releasing APAs self-assembled into nanofibers above a critical aggregation concentration (CAC) of ∼0.5 mg/mL. Below the CAC, substituents on the SATO group affected H2S release rates predictably in line with electronic effects (Hammett σ values) according to a linear free energy relationship. Above the CAC, circular dichroism, infrared, and fluorescence spectroscopies demonstrated that substituents influenced the self-assembled structures by affecting hydrogen bonding (β-sheet formation) and π-π stacking. At these concentrations, electronic control over release rates diminished, both in solution and in the gel form. Rather, the release rate depended primarily on the degree of organization in the β-sheets and the amount of π-π stacking. This supramolecular control over release rate may enable the evaluation of H2S-releasing hydrogels with different release rates in biological applications.

Dataset Information

Linker-Regulated H₂S Release from Aromatic Peptide Amphiphile Hydrogels.

Publications

Linker-Regulated H<sub>2</sub>S Release from Aromatic Peptide Amphiphile Hydrogels.

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