On Demand Attachment and Detachment of rac-2-Br-DMNPA Tailoring to Facilitate Chemical Protein Synthesis
Y Zhang, J Chen, C He - Organic Letters, 2021 - ACS Publications
Y Zhang, J Chen, C He
Organic Letters, 2021•ACS PublicationsHerein, we developed a bifunctional reagent rac-2-Br-DMNPA 2 for the late-stage protection
of peptide cysteine. Through the identification of its t-Bu ester 1 as a more competent form
under ligation conditions, facile N-terminal and side-chain caging for the model peptide and
protein were accomplished. Building upon this, a one-pot ligation and photolysis strategy
was applied in the synthesis of the mini-protein chlorotoxin. More importantly, we extended
the utility of 2 as a bifunctional linker for traceless solid-phase chemical ligation.
of peptide cysteine. Through the identification of its t-Bu ester 1 as a more competent form
under ligation conditions, facile N-terminal and side-chain caging for the model peptide and
protein were accomplished. Building upon this, a one-pot ligation and photolysis strategy
was applied in the synthesis of the mini-protein chlorotoxin. More importantly, we extended
the utility of 2 as a bifunctional linker for traceless solid-phase chemical ligation.
Herein, we developed a bifunctional reagent rac-2-Br-DMNPA 2 for the late-stage protection of peptide cysteine. Through the identification of its t-Bu ester 1 as a more competent form under ligation conditions, facile N-terminal and side-chain caging for the model peptide and protein were accomplished. Building upon this, a one-pot ligation and photolysis strategy was applied in the synthesis of the mini-protein chlorotoxin. More importantly, we extended the utility of 2 as a bifunctional linker for traceless solid-phase chemical ligation.
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