Amphiphilic peptides can self-assemble into a variety of morphologies—spheres, cylinders, ribbons, sheets, and many others. In this presentation, self-assembly into nanocoils will be discussed. These nanocoils, formed by tetrapeptides of the general structure KSXZKS (KS = lysine modified with an S-aroylthiooxime [SATO]; X and X are variable amino acids) are cylindrical nanofibers that take on a left-handed helical conformation. The SATO unit included in these tetrapeptides is capable of releasing hydrogen sulfide (H2S) in response to a cysteine trigger. Interestingly, the nanocoils release H2S more slowly than constitutionally isomeric peptides that form twisted nanoribbons, and this difference in release rate results in differential bioactivity in cell studies. These studies will be discussed, along with a discussion of the molecular requirements for nanocoil formation.

Self-assembled tetrapeptide nanocoils for delivery of hydrogen sulfide (H2S)

2019 Spring National Meeting

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