Controlling dynamic stereochemistry is an important challenge, as it is not only inherent to protein structure and function but often governs supramolecular systems and selfassembly. Typically, disulfide bonds exhibit stereodivergent behavior in proteins; however, how chiral information is transmitted to disulfide bonds remains unclear. In this presentation, I will start from our long-term interests in disulfide-mediated reversible polymerizations, and then move to our recent discovery that hydrogen bonds are essential in the control of disulfide chirality and enable stereodivergent chirality transfer. We find that the formation of S−S---H−N hydrogen bonds in solution can drive conformational adaption to allow intramolecular chirality transfer, while the formation of C=O---H−N hydrogen bonds results in supramolecular chirality transfer to form antiparallel helically self-assembled solid-state architectures.

Disulfide dynamic chemistry: From reversible polymerizations to dynamic chirality control

Fall 2022 abstracts, posters, and presentations will launch in mid-September.

ACS Fall 2022

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.