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Preparation of Semisynthetic Peptides Macrocycles Using Split Inteins
Shubhendu Palei1, Henning D Mootz2
1Institute of Biochemistry, Department of Chemistry and Pharmacy, Institute of Biochemistry, University of Muenster, Wilhelm-Klemm-Str. 2, 48149, Münster, Germany.
Methods in Molecular Biology (Clifton, N.J.)
|October 8, 2016
Summary
This study introduces a novel chemo-enzymatic method for creating semisynthetic cyclic peptides. This approach combines protein trans-splicing and bioorthogonal oxime ligation for efficient in vitro synthesis.
Area of Science:
- Biochemistry
- Organic Chemistry
- Molecular Biology
Background:
- Cyclic peptides offer superior properties over linear ones for research and therapeutics.
- Current methods for cyclic peptide synthesis are primarily synthetic or recombinant.
- Semisynthetic approaches combining both methods are underexplored.
Purpose of the Study:
- To present a novel chemo-enzymatic method for synthesizing semisynthetic cyclic peptides.
- To leverage protein trans-splicing and bioorthogonal oxime ligation for peptide macrocyclization.
- To combine the advantages of synthetic and genetically encoded peptide synthesis.
Main Methods:
- Chemo-enzymatic synthesis in vitro.
- Utilizing protein trans-splicing for fragment joining.
- Employing bioorthogonal oxime ligation for macrocyclization.
Main Results:
- Successful synthesis of semisynthetic cyclic peptides from two fragments.
- Demonstration of a versatile chemo-enzymatic strategy.
- Integration of protein trans-splicing and oxime ligation.
Conclusions:
- The described method offers a powerful new route to semisynthetic cyclic peptides.
- This approach merges the benefits of synthetic and recombinant peptide production.
- The chemo-enzymatic strategy expands the toolkit for cyclic peptide synthesis.
