The Unique Properties and Click Capacity of the Tetrazine Group Enable Tetrazine Allyl Acetate to Serve as a Versatile Bis-Thiol Bioconjugation and Functionalization Agent.

ABSTRACT: The inverse electron demand Diels-Alder (IEDDA) click reaction of tetrazine (Tz) with trans-cyclooctene (TCO), which takes place at an exceptionally high rate, has excellent orthogonality and biocompatibility. As a result, the unrivaled capacity of this process enables it to serve as a viable chemical tool for protein modification even in humans. However, the utility of this click reaction is impeded by the limited number of practical methods for the incorporation of the Tz moiety into proteins. Herein, we describe the simple dual-functional Tz-substituted allyl acetate reagent, TzAA, that targets bis-thiol moieties for direct, site-selective installation of a Tz group into native peptides and proteins. In addition to functioning as an IEDDA-based click reaction center, the T

SUBMITTER: Xu H 

PROVIDER: S-EPMC12569695 | biostudies-literature | 2025 Oct

REPOSITORIES: biostudies-literature