Structural revision of cyclic octapeptide burkholdine-1215, implying new insights into stereochemistry and NMR analysis.
We revised a structure of burkholdine (Bk)-1215, a cyclic octalipopeptide isolated from Burkholderia. We synthesised both α- and β-isomers of 1-methylethyl-D-xylopyranoside and compared them to the isolated moiety by NMR analysis. SPARTAN simulation was then performed to establish the stereochemistry of the anomeric position as the β-isomer. Additionally, the NMR assignment of the ATHOD moiety was revised using 2D-NMR analysis. Finally, the γ-linkage between the D-Dab and β-OHTyr residues was determined.
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Kainuma et al. (2025) studied this question.
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