Homophymamide A, Heterodetic Cyclic Tetrapeptide from a Homophymia sp. Marine Sponge: A Cautionary Note on Configurational Assignment of Peptides That Contain a Ureido Linkage
Homophymamide A, Heterodetic Cyclic Tetrapeptide from a Homophymia sp. Marine Sponge: A Cautionary Note on Configurational Assignment of Peptides That Contain a Ureido Linkage
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DOI：
10.1021/acs.jnatprod.1c00336
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发表时间：
2021-06-03
影响因子：
5.1
通讯作者：
Matsunaga, Shigeki
中科院分区：
文献类型：
--
作者：
Kanki, Daichi;Nakamukai, Shohei;Matsunaga, Shigeki
从Homophymia sp.海绵中分离出一种以前未报道的杂环肽，homophymamide A（1）。通过光谱分析、化学降解和化学合成，确定了homophymamide A的结构是鱼腥藻肽的低级同系物。酸性水解产物的分析表明，赖氨酸的外消旋化发生，导致我们提出一个警示说明的肽，含有脲键的构型分配。
A previously unreported heterodetic cyclic peptide, homophymamide A (1), was isolated from a Homophymia sp. marine sponge. The structure of homophymamide A was determined to be a lower homologue of anabaenopeptins by spectroscopic analysis, chemical degradation, and chemical synthesis. Analysis of the acidic hydrolysate showed that the racemization of Lys took place, leading us to pose a cautionary note on the configurational assignment of peptides that contain a ureido bond.