{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"volume":["15"],"submitter":["Siebert DCB"],"pubmed_abstract":["The argyrins are secondary metabolites from myxobacteria with antibiotic activity against Pseudomonas aeruginosa. Studying their structure-activity relationship is hampered by the complexity of the chemical total synthesis. Mutasynthesis is a promising approach where simpler and fully synthetic intermediates of the natural product's biosynthesis can be biotechnologically incorporated. Here, we report the synthesis of a series of tripeptide thioesters as mutasynthons containing the native sequence with a dehydroalanine (Dha) Michael acceptor attached to a sarcosine (Sar) and derivatives. Chemical synthesis of the native sequence ᴅ-Ala-Dha-Sar thioester required revision of the sequential peptide synthesis into a convergent strategy where the thioester with sarcosine was formed before coupli"],"journal":["Beilstein journal of organic chemistry"],"pagination":["2922-2929"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC6902895"],"repository":["biostudies-literature"],"pubmed_title":["Chemical synthesis of tripeptide thioesters for the biotechnological incorporation into the myxobacterial secondary metabolite argyrin via mutasynthesis."],"pmcid":["PMC6902895"],"pubmed_authors":["Pogorevc D","Muller R","Titz A","Hoffmann M","Wenzel SC","Sommer R","Siebert DCB"],"additional_accession":[]},"is_claimable":false,"name":"Chemical synthesis of tripeptide thioesters for the biotechnological incorporation into the myxobacterial secondary metabolite argyrin via mutasynthesis.","description":"The argyrins are secondary metabolites from myxobacteria with antibiotic activity against Pseudomonas aeruginosa. Studying their structure-activity relationship is hampered by the complexity of the chemical total synthesis. Mutasynthesis is a promising approach where simpler and fully synthetic intermediates of the natural product's biosynthesis can be biotechnologically incorporated. Here, we report the synthesis of a series of tripeptide thioesters as mutasynthons containing the native sequence with a dehydroalanine (Dha) Michael acceptor attached to a sarcosine (Sar) and derivatives. Chemical synthesis of the native sequence ᴅ-Ala-Dha-Sar thioester required revision of the sequential peptide synthesis into a convergent strategy where the thioester with sarcosine was formed before coupli","dates":{"release":"2019-01-01T00:00:00Z","publication":"2019","modification":"2025-04-04T13:35:49.919Z","creation":"2020-05-21T23:29:46Z"},"accession":"S-EPMC6902895","cross_references":{"pubmed":["31839838"],"doi":["10.3762/bjoc.15.286"]}}