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An Orthogonal Protection Strategy for the Synthesis of Conotoxins Containing Three Disulfide Bonds.


ABSTRACT: Disulfide bonds are crucial for stabilizing bioactive peptides such as conotoxins. We have developed a method for synthesizing conotoxins with three disulfide bonds using Mob, Trt, and Acm protection groups for regionally selective synthesis. This approach enabled the efficient synthesis of peptides with the desired disulfide bond connectivities independent of their sequences. Using our strategy, we synthesized five conotoxins, achieving yields of 20-30%. The results demonstrate the potential of our method for synthesizing complex peptides with multiple disulfide bonds.

SUBMITTER: Zhang H 

PROVIDER: S-EPMC12028366 | biostudies-literature | 2025 Apr

REPOSITORIES: biostudies-literature

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An Orthogonal Protection Strategy for the Synthesis of Conotoxins Containing Three Disulfide Bonds.

Zhang Hengyu H   Chan Lai Yue LY   Zhang Huanhuan H   Jiang Tao T   Craik David J DJ   Cai Wenqing W   Yu Rilei R  

Marine drugs 20250414 4


Disulfide bonds are crucial for stabilizing bioactive peptides such as conotoxins. We have developed a method for synthesizing conotoxins with three disulfide bonds using Mob, Trt, and Acm protection groups for regionally selective synthesis. This approach enabled the efficient synthesis of peptides with the desired disulfide bond connectivities independent of their sequences. Using our strategy, we synthesized five conotoxins, achieving yields of 20-30%. The results demonstrate the potential of  ...[more]

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