2024
Catalytic Enantioselective Sulfoxidation of Functionalized Thioethers Mediated by Aspartic Acid-Containing Peptides
Huth S, Tampellini N, Guerrero M, Miller S. Catalytic Enantioselective Sulfoxidation of Functionalized Thioethers Mediated by Aspartic Acid-Containing Peptides. Organic Letters 2024, 26: 6872-6877. PMID: 39102356, PMCID: PMC11329351, DOI: 10.1021/acs.orglett.4c02452.Peer-Reviewed Original ResearchMeSH KeywordsAspartic AcidCatalysisHydrogen BondingMolecular StructureOxidation-ReductionPeptidesStereoisomerismSulfidesSulfoxidesConceptsEnantioselective oxidation of sulfidesModel of transition stateLevels of enantioinductionOxidation of sulfidesChiral sulfoxidesPeptide catalystsTransition stateEnantioselective sulfoxidationAspartic acid-containing peptidesSulfoxideThioethersEnantioinductionCatalystMoietySubstrateHydrogenSulfideExperimental evidence
2013
An efficient chemical synthesis of carboxylate-isostere analogs of daptomycin
Yoganathan S, Yin N, He Y, Mesleh MF, Gu YG, Miller SJ. An efficient chemical synthesis of carboxylate-isostere analogs of daptomycin. Organic & Biomolecular Chemistry 2013, 11: 4680-4685. PMID: 23752953, PMCID: PMC4033608, DOI: 10.1039/c3ob40924d.Peer-Reviewed Original ResearchConceptsSide-chain carboxylic acid groupsDirect synthetic procedureEfficient chemical synthesisCarboxylic acid groupsCarboxylic acid moietySynthetic procedureChemical synthesisBackbone cyclizationEsterification protocolAcid groupsAcid moietyCarboxylate isosteresBackbone amidesSynthesisAspartic acidGlutamic acidAcidMoietyAnaloguesCyclizationEfficient methodIsosteresAmidesHerein