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Enrichment of Bacterial Lipoproteins and Preparation of N-terminal Lipopeptides for Structural Determination by Mass Spectrometry
Published on: May 21, 2018
Peptidolipins B-F, antibacterial lipopeptides from an ascidian-derived Nocardia sp
Thomas P Wyche1, Yanpeng Hou, Emmanuel Vazquez-Rivera
1Pharmaceutical Sciences Division, University of Wisconsin-Madison, 777 Highland Avenue, Madison, Wisconsin 53705, USA.
Abstract:
A marine Nocardia sp. isolated from the ascidian Trididemnum orbiculatum was found to produce five new lipopeptides, peptidolipins B-F (1-5), which show distinct similarities to the previously reported L-Val(6) analog of peptidolipin NA. Synthetic modification of peptidolipin E (4) was used to determine the location of an olefin within the lipid chain. The advanced Marfey's method was used to determine the absolute configurations of the amino acids. Peptidolipins B (1) and E (4) demonstrated moderate antibacterial activity against methicillin-resistant Staphylococcus aureus and methicillin-sensitive Staphylococcus aureus.
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