An Orthogonal Protection Strategy for the Synthesis of Conotoxins Containing Three Disulfide Bonds
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...
Saved in:
| Main Authors: | , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2025-04-01
|
| Series: | Marine Drugs |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1660-3397/23/4/168 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1850180080278437888 |
|---|---|
| author | Hengyu Zhang Lai Yue Chan Huanhuan Zhang Tao Jiang David J. Craik Wenqing Cai Rilei Yu |
| author_facet | Hengyu Zhang Lai Yue Chan Huanhuan Zhang Tao Jiang David J. Craik Wenqing Cai Rilei Yu |
| author_sort | Hengyu Zhang |
| collection | DOAJ |
| description | 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. |
| format | Article |
| id | doaj-art-eccff36debc74da0b7eadc30c00a7796 |
| institution | OA Journals |
| issn | 1660-3397 |
| language | English |
| publishDate | 2025-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj-art-eccff36debc74da0b7eadc30c00a77962025-08-20T02:18:19ZengMDPI AGMarine Drugs1660-33972025-04-0123416810.3390/md23040168An Orthogonal Protection Strategy for the Synthesis of Conotoxins Containing Three Disulfide BondsHengyu Zhang0Lai Yue Chan1Huanhuan Zhang2Tao Jiang3David J. Craik4Wenqing Cai5Rilei Yu6Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, ChinaInstitute for Molecular Bioscience, Australian Research Council Centre of Excellence for Innovations in Peptide and Protein Science, The University of Queensland, Brisbane, QLD 4072, AustraliaKey Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, ChinaKey Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, ChinaInstitute for Molecular Bioscience, Australian Research Council Centre of Excellence for Innovations in Peptide and Protein Science, The University of Queensland, Brisbane, QLD 4072, AustraliaShandong Academy of Pharmaceutical Sciences, Jinan 250100, ChinaKey Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, ChinaDisulfide 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.https://www.mdpi.com/1660-3397/23/4/168orthogonal oxidation methodthree disulfide bondsconotoxins |
| spellingShingle | Hengyu Zhang Lai Yue Chan Huanhuan Zhang Tao Jiang David J. Craik Wenqing Cai Rilei Yu An Orthogonal Protection Strategy for the Synthesis of Conotoxins Containing Three Disulfide Bonds Marine Drugs orthogonal oxidation method three disulfide bonds conotoxins |
| title | An Orthogonal Protection Strategy for the Synthesis of Conotoxins Containing Three Disulfide Bonds |
| title_full | An Orthogonal Protection Strategy for the Synthesis of Conotoxins Containing Three Disulfide Bonds |
| title_fullStr | An Orthogonal Protection Strategy for the Synthesis of Conotoxins Containing Three Disulfide Bonds |
| title_full_unstemmed | An Orthogonal Protection Strategy for the Synthesis of Conotoxins Containing Three Disulfide Bonds |
| title_short | An Orthogonal Protection Strategy for the Synthesis of Conotoxins Containing Three Disulfide Bonds |
| title_sort | orthogonal protection strategy for the synthesis of conotoxins containing three disulfide bonds |
| topic | orthogonal oxidation method three disulfide bonds conotoxins |
| url | https://www.mdpi.com/1660-3397/23/4/168 |
| work_keys_str_mv | AT hengyuzhang anorthogonalprotectionstrategyforthesynthesisofconotoxinscontainingthreedisulfidebonds AT laiyuechan anorthogonalprotectionstrategyforthesynthesisofconotoxinscontainingthreedisulfidebonds AT huanhuanzhang anorthogonalprotectionstrategyforthesynthesisofconotoxinscontainingthreedisulfidebonds AT taojiang anorthogonalprotectionstrategyforthesynthesisofconotoxinscontainingthreedisulfidebonds AT davidjcraik anorthogonalprotectionstrategyforthesynthesisofconotoxinscontainingthreedisulfidebonds AT wenqingcai anorthogonalprotectionstrategyforthesynthesisofconotoxinscontainingthreedisulfidebonds AT rileiyu anorthogonalprotectionstrategyforthesynthesisofconotoxinscontainingthreedisulfidebonds AT hengyuzhang orthogonalprotectionstrategyforthesynthesisofconotoxinscontainingthreedisulfidebonds AT laiyuechan orthogonalprotectionstrategyforthesynthesisofconotoxinscontainingthreedisulfidebonds AT huanhuanzhang orthogonalprotectionstrategyforthesynthesisofconotoxinscontainingthreedisulfidebonds AT taojiang orthogonalprotectionstrategyforthesynthesisofconotoxinscontainingthreedisulfidebonds AT davidjcraik orthogonalprotectionstrategyforthesynthesisofconotoxinscontainingthreedisulfidebonds AT wenqingcai orthogonalprotectionstrategyforthesynthesisofconotoxinscontainingthreedisulfidebonds AT rileiyu orthogonalprotectionstrategyforthesynthesisofconotoxinscontainingthreedisulfidebonds |