期刊
CHEMICAL COMMUNICATIONS
卷 57, 期 34, 页码 4194-4197出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1cc00449b
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资金
- Deutsche Forschungsgemeinschaft (DFG) [SPP1623, MO1073/5-1]
A method for the preparation of head-to-tail macrocyclic peptides using a dual-intein approach has been reported. The synthetic and genetically encoded fragments are ligated by two native peptide bonds. The study identified a suitable pair of orthogonal inteins and optimized the conditions for a one-pot cyclization protocol, successfully semisynthesizing model macrocyles.
A dual-intein approach for the preparation of head-to-tail macrocyclic peptides is reported, where synthetic and genetically encoded fragments are ligated by two native peptide bonds. A split intein ligates the synthetic and genetically encoded peptides via protein trans-splicing and is followed by intramolecular cyclization through an expressed protein ligation step mediated with a cis-intein. We identified a suitable pair of orthogonal inteins and optimized the conditions for a one-pot cyclization protocol. We report the semisynthesis of model macrocyles with various ring sizes and of the natural product sunflower trypsin inhibitor (SFTI) along with its ornithine analog.
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