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Incorporation of a Highly Reactive Oxalyl Thioester-Based Interacting Handle into Proteins.


ABSTRACT: Providing biomolecules with extended physicochemical, biochemical, or biological properties is a contemporary challenge motivated by impactful benefits in life or materials sciences. In this study, we show that a latent and highly reactive oxalyl thioester precursor can be efficiently introduced as a pending functionality into a fully synthetic protein domain following a protection/late-stage deprotection strategy and can serve as an on-demand reactive handle. The approach is illustrated with the production of a 10 kDa ubiquitin Lys48 conjugate.

SUBMITTER: Grain B 

PROVIDER: S-EPMC10353032 | biostudies-literature | 2023 Jul

REPOSITORIES: biostudies-literature

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Incorporation of a Highly Reactive Oxalyl Thioester-Based Interacting Handle into Proteins.

Grain Benjamin B   Desmet Rémi R   Snella Benoît B   Melnyk Oleg O   Agouridas Vangelis V  

Organic letters 20230629 27


Providing biomolecules with extended physicochemical, biochemical, or biological properties is a contemporary challenge motivated by impactful benefits in life or materials sciences. In this study, we show that a latent and highly reactive oxalyl thioester precursor can be efficiently introduced as a pending functionality into a fully synthetic protein domain following a protection/late-stage deprotection strategy and can serve as an on-demand reactive handle. The approach is illustrated with th  ...[more]

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