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CLICK-functionalized NHS Ester or Maleimides enable the introduction of an azide-, alkyne-, DBCO-, tetrazine- or trans-cyclooctene-group into recombinant proteins via targeting of lysine groups (NHS Ester-based Amine Labeling) or cysteine groups (Maleimide-based Thiol Labeling) (Tab. 1). The resulting randomly CLICK-functionalized protein can subsequently be processed via Cu(I)-catalyzed (azide-alkyne) or Cu(I)-free (azide-DBCO /tetrazine/TCO) click chemistry that offers the choice
Reactive groups | NHS Ester | Maleimide |
---|---|---|
Azide | Azide-PEG4-NHS ester | Azide-PEG3-Maleimide |
Alkyne | Propargyl-NHS ester Acetylene-PEG4-NHS ester | Propargyl-Maleimide Acetylene-PEG4-Maleimide |
DBCO | DBCO-NHS ester DBCO-PEG4-NHS ester DBCO-PEG-Sulfo-NHS ester | DBCO-Maleimide DBCO-PEG4-Maleimide |
Tetrazine | 6-Methyl-Tetrazine-PEG5-NHS ester | 6-Methyl-Tetrazine-PEG4-Maleimide |
Trans-Cyclooctene (TCO) | TCO-NHS ester TCO-PEG4-NHS ester | TCO-PEG3-Maleimide |