Amino acids with fluorescent tetrazine ethers as bioorthogonal handles for peptide modification

Abstract

Octreotide derivatized with the fluorogenic amino acid 6-methyltetratrazinyl tryosine. Emission spectra before and after the iEDDA cycloaddition.

Preparation of 3‐Bromo‐1,2,4,5‐tetrazine

“…Novel Far‐Red and Near‐Infrared Dyes have been enabled through the corresponding methylamine tetrazine [22] . The exceptional rate acceleration of mono‐substituted tetrazine amino acids derived from the title compound 7 has been corroborated [23] . Such tetrazines could be utilized for drug release based on dynamic chemistry [24,25] .…”

“…[22] The exceptional rate acceleration of mono-substituted tetrazine amino acids derived from the title compound 7 has been corroborated. [23] Such tetrazines could be utilized for drug release based on dynamic chemistry. [24,25] Metal complexes of monosubstituted pyridyl-tetrazines accessible from the title compound 7 were shown to feature excellent rate constants in biorthogonal chemistry.…”