Litcius/Paper detail

Total synthesis of biseokeaniamides A–C and late-stage electrochemically-enabled peptide analogue synthesis

Yutong Lin, Lara R. Malins

2020Chemical Science32 citationsDOIOpen Access PDF

Abstract

-acetal intermediates are engaged with electron-rich aromatics and organometallic reagents to forge modified amino acids and peptides. The value of this late-stage modification method is highlighted by the expedient and divergent production of bioactive peptide analogues, including compounds which exhibit enhanced cytotoxicity relative to the biseokeaniamide natural products.

Topics & Concepts

DecarboxylationLipopeptideElectrochemistryPeptideTotal synthesisChemistryCombinatorial chemistryPeptide synthesisStereochemistryStage (stratigraphy)ElectrodeOrganic chemistryBiochemistryBiologyCatalysisBacteriaGeneticsPhysical chemistryPaleontologyRadical Photochemical ReactionsChemical Synthesis and AnalysisCatalytic C–H Functionalization Methods