Synthesis of A11Cys-B11Cys Disulfide Surrogates of H2 Relaxin through an Intermolecular Native Chemical Ligation-Assisted Diaminodiacid Strategy

Rui Zhao; Pan Shi; Xiao-Xiong Wei; Zhemin Xia; Chaowei Shi; Jing Shi

doi:10.1021/acs.orglett.3c02381

Synthesis of A11^Cys-B11^Cys Disulfide Surrogates of H2 Relaxin through an Intermolecular Native Chemical Ligation-Assisted Diaminodiacid Strategy

Org Lett. 2023 Sep 8;25(35):6544-6548. doi: 10.1021/acs.orglett.3c02381. Epub 2023 Aug 29.

Authors

Rui Zhao¹, Pan Shi¹, Xiao-Xiong Wei¹, Zhemin Xia¹, Chaowei Shi¹, Jing Shi¹

Affiliation

¹ Department of Chemistry, Center for BioAnalytical Chemistry, Hefei National Laboratory of Physical Science at Microscale, School of Life Sciences, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China.

PMID: 37642298
DOI: 10.1021/acs.orglett.3c02381

Abstract

We report an intermolecular native chemical ligation-assisted diaminodiacid strategy for the flexible construction of A11^Cys-B11^Cys disulfide surrogates of H2 relaxin. The practicality of this strategy was evidenced by the synthesis of four new H2 relaxin analogs, among which H2-2a-B28^Ile is found to exhibit improved potency, selectivity, and stability compared with native H2 relaxin.