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Site-to-site peptide transport on a molecular platform using a small-molecule robotic arm.


ABSTRACT: Peptides attached to a cysteine hydrazide 'transporter module' are transported selectively in either direction between two chemically similar sites on a molecular platform, enabled by the discovery of new operating methods for a molecular transporter that functions through ratcheting. Substrate repositioning is achieved using a small-molecule robotic arm controlled by a protonation-mediated rotary switch and attachment/release dynamic covalent chemistry. A polar solvent mixtures were found to favour Z to E isomerization of the doubly-protonated switch, transporting cargo in one direction (arbitrarily defined as 'forward') in up to 85% yield, while polar solvent mixtures were unexpectedly found to favour E to Z isomerization enabling transport in the reverse ('ba

SUBMITTER: Kassem S 

PROVIDER: S-EPMC8179245 | biostudies-literature | 2020 Dec

REPOSITORIES: biostudies-literature