Photolysis of the tetrazine ring system can occur on timescales of less than 1 nanosecond, affording two nitriles and dinitrogen. Recently we developed synthetic methods to incorporate the S,S-tetrazine phototrigger as an unnatural bridge within peptides, slightly distorting the peptide conformation. Upon photolysis of the tetrazine moiety and release of the unnatural bridge, the peptide undergoes conformational reorganization, which can be observed by 2D IR spectroscopy. The labeling of specific peptide residues with 13C=18O amides permits structural information regarding the reorganization process to be obtained in ~100 ps snapshots.

Development of S,S-tetrazine phototriggers to initiate ultrafast conformational changes in peptides

247th National Meeting (2014)

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