Surugamides A-E, Cyclic Octapeptides with Four D-Amino Acid Residues, from a Marine Streptomyces sp.: LC-MS-Aided Inspection of Partial Hydrolysates for the Distinction of D- and L-Amino Acid Residues in the Sequence

Surugamides A-E, Cyclic Octapeptides with Four D-Amino Acid Residues, from a Marine Streptomyces sp.: LC-MS-Aided Inspection of Partial Hydrolysates for the Distinction of D- and L-Amino Acid Residues in the Sequence
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DOI:
10.1021/jo400708u
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发表时间:
2013-07-05
影响因子:
3.6
通讯作者:
Matsunaga, Shigeki
Matsunaga, Shigeki
中科院分区:
化学2区
文献类型:
--
作者:
Takada, Kentaro;Ninomiya, Akihiro;Matsunaga, Shigeki

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苏糖酰胺A-E(1-5)是从海洋来源的链霉菌发酵液中分离得到的含有4个D-氨基酸残基的环状八肽化合物。通过光谱分析确定了它们的平面结构,用Marfey方法确定了组成氨基酸残基的绝对构型。通过对部分水解物中的片段多肽进行手性分析,建立了D-Ile和L-Ile在序列上的区别,并用LC-MS/MS进行了鉴定。
Surugamides A-E (1-5), cyclic octapeptides with four D-amino acid residues, were isolated from the broth of marine-derived Streptomyces sp. Their planar structures were determined by analyses of spectroscopic data, and the absolute configuration of constituent amino acid residues was determined by the Marfey's method. Differentiation of D-Ile and L-Ile in the sequence was established by chiral analysis of fragment peptides obtained from the partial hydrolysate, whose identification was conducted by LC-MS/MS.