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Article: Improved total synthesis of the antibiotic A54145B

TitleImproved total synthesis of the antibiotic A54145B
Authors
KeywordsDAPTOMYCIN
CYCLIZATION
ANALOGS
Issue Date2020
PublisherRoyal Society of Chemistry. The Journal's web site is located at http://www.rsc.org/obc
Citation
Organic & Biomolecular Chemistry, 2020, v. 18 n. 23, p. 4401-4405 How to Cite?
AbstractA54145B is a calcium-dependent cyclic lipodepsipeptide antibiotic that is active against Gram-positive pathogens. Herein, we report an improved synthetic route toward A54145B in terms of the yield and time required. The key changes include using a pre-assembled minimalist tetradepsipeptide building block to solve the difficult on-resin esterification from our previous synthetic route, and a new macrocyclization site to avoid the peptide self-cleavage problem.
Persistent Identifierhttp://hdl.handle.net/10722/284531
ISSN
2021 Impact Factor: 3.890
2020 SCImago Journal Rankings: 0.923
ISI Accession Number ID
Grants

 

DC FieldValueLanguage
dc.contributor.authorChow, HY-
dc.contributor.authorChen, D-
dc.contributor.authorLi, X-
dc.date.accessioned2020-08-07T08:58:58Z-
dc.date.available2020-08-07T08:58:58Z-
dc.date.issued2020-
dc.identifier.citationOrganic & Biomolecular Chemistry, 2020, v. 18 n. 23, p. 4401-4405-
dc.identifier.issn1477-0520-
dc.identifier.urihttp://hdl.handle.net/10722/284531-
dc.description.abstractA54145B is a calcium-dependent cyclic lipodepsipeptide antibiotic that is active against Gram-positive pathogens. Herein, we report an improved synthetic route toward A54145B in terms of the yield and time required. The key changes include using a pre-assembled minimalist tetradepsipeptide building block to solve the difficult on-resin esterification from our previous synthetic route, and a new macrocyclization site to avoid the peptide self-cleavage problem.-
dc.languageeng-
dc.publisherRoyal Society of Chemistry. The Journal's web site is located at http://www.rsc.org/obc-
dc.relation.ispartofOrganic & Biomolecular Chemistry-
dc.subjectDAPTOMYCIN-
dc.subjectCYCLIZATION-
dc.subjectANALOGS-
dc.titleImproved total synthesis of the antibiotic A54145B-
dc.typeArticle-
dc.identifier.emailChow, HY: hchowhy@connect.hku.hk-
dc.identifier.emailChen, D: delinc@hku.hk-
dc.identifier.emailLi, X: xuechenl@hku.hk-
dc.identifier.authorityLi, X=rp00742-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1039/D0OB00558D-
dc.identifier.scopuseid_2-s2.0-85092621037-
dc.identifier.hkuros311894-
dc.identifier.volume18-
dc.identifier.issue23-
dc.identifier.spage4401-
dc.identifier.epage4405-
dc.identifier.isiWOS:000542959000009-
dc.publisher.placeUnited Kingdom-
dc.relation.projectTotal Synthesis and Medicinal Chemistry of Cyclic Peptide-based Antibacterial Compounds: An Integrative Programme for Novel Antibiotic Development-
dc.identifier.issnl1477-0520-

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