A total synthesis of a highly N-methylated cyclodepsipeptide [2S,3S-Hmp]-aureobasidin L using solid-phase methods |
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Authors: | Rani Maharani Robert TC Brownlee Andrew B Hughes Belinda M Abbott |
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Institution: | 1. Department of Chemistry, La Trobe Institute for Molecular Science, La Trobe University, Melbourne, Victoria 3086, Australia;2. Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jatinangor, West Java 45363, Indonesia |
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Abstract: | 2S,3S-Hmp]-Aureobasidin L 2 has been successfully synthesised through a combination of solution- and solid-phase peptide synthesis. All of the Fmoc-protected residues including a depsidipeptide, Fmoc-MeVal-Hmp-OH, were prepared in solution phase. Chain elongation on chlorotrityl resin was undertaken using selected coupling reagents including HBTU/HOBt, HATU/HOAt and BTC/collidine. Cleavage of the linear depsinonapeptide was followed by cyclisation to give the desired cyclodepsipeptide. |
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Keywords: | Aureobasidin N-Methylated cyclodepsipeptide Depsidipeptide Fmoc-based solid-phase peptide synthesis |
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