Design, Synthesis, and Photochemical Validation of Peptide Linchpins Containing the S,S-Tetrazine Phototrigger

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 wil...

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Veröffentlicht in:Organic letters 2012-07, Vol.14 (13), p.3518-3521
Hauptverfasser: Abdo, Mohannad, Brown, Stephen P, Courter, Joel R, Tucker, Matthew J, Hochstrasser, Robin M, Smith, Amos B
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Sprache:eng
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/ol301490h