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Expanding the versatility and scope of the oxime ligation: rapid bioconjugation to disulfide-rich peptides.

ABSTRACT: The oxime ligation is a valuable bioorthogonal conjugation reaction but with limited compatibility with disulfide-rich peptides/proteins and time-sensitive applications. Here we overcome these limitations by introducing a strategy that supports regiospecific control, oxidative folding, production of stable aminooxy-precursors for on-demand modification, and complete ligation within 5 min.

SUBMITTER: Hering A 

PROVIDER: S-EPMC9367247 | biostudies-literature | 2022 Aug

REPOSITORIES: biostudies-literature

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Expanding the versatility and scope of the oxime ligation: rapid bioconjugation to disulfide-rich peptides.

Hering Anke A   Braga Emidio Nayara N   Muttenthaler Markus M  

Chemical communications (Cambridge, England) 20220811 65

The oxime ligation is a valuable bioorthogonal conjugation reaction but with limited compatibility with disulfide-rich peptides/proteins and time-sensitive applications. Here we overcome these limitations by introducing a strategy that supports regiospecific control, oxidative folding, production of stable aminooxy-precursors for on-demand modification, and complete ligation within 5 min. ...[more]

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