Synthesis of Disulfide Surrogate Peptides through a Serine/ Threonine Ligation-Assisted Diaminodiacid Strategy

Authors：Tang, Jia-Hui; Yuan, Ru-Jing; Luo, Jie; Wang, Ning; Wang, Jun^*; Li, Yi-Ming^*

Source：Organic Letters, 2023, 25(16): 2939-2943.

DOI：10.1021/acs.orglett.3c01078

• CHEMICAL PROTEIN-SYNTHESIS
• SER/THR LIGATION
• BRIDGES
• ROLES

We report a new serine/threonine ligation (STL)assisted diaminodiacid (DADA) strategy for the flexible construction of disulfide surrogates by the option of more abundant -Aa-Ser/Thr-ligation sites. The practicality of this strategy was evidenced by the synthesis of the intrachain disulfide surrogate of C-type natriuretic peptide and the interchain disulfide surrogate of insulin.