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Design, synthesis, and photochemical validation of peptide linchpins containing the S,S-tetrazine phototrigger.

Organic letters (2012-06-27)
Mohannad Abdo, Stephen P Brown, Joel R Courter, Matthew J Tucker, Robin M Hochstrasser, Amos B Smith
RESUMEN

The design, solid-phase synthesis, and photochemical validation of diverse peptide linchpins, containing the S,S-tetrazine phototrigger, have been achieved. Steady state irradiation or femtosecond laser pulses confirm their rapid photofragmentation. Attachment of peptides to the C- and N-termini will provide access to diverse constrained peptide constructs that hold the promise of providing information about early peptide/protein conformational dynamics upon photochemical release.

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Sigma-Aldrich
3,6-Dichloro-1,2,4,5-tetrazine, 96%