Goadsporin, a chemical substance which promotes secondary metabolism and morphogenesis in streptomycetes II. Structure determination
Goadsporin, a chemical substance which promotes secondary metabolism and morphogenesis in streptomycetes II. Structure determination
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DOI：
10.7164/antibiotics.54.1045
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发表时间：
2001-12-01
影响因子：
3.3
通讯作者：
Furumai, T
中科院分区：
文献类型：
--
作者：
Igarashi, Y;Kan, Y;Furumai, T
用光谱技术确定了goadsprin的结构。NMR分析表明goadsporin由19个氨基酸组成，其中两个是脱氢丙氨酸（Deala），其中六个通过脱水环化和丝氨酸、苏氨酸和半胱氨酸脱氢而环化为恶唑（Oxz）和噻唑（Thz）。NMR分析建立了七个部分结构，并且通过CID-MS/MS确定它们的序列。负模式FAB-MS/MS给出了由电荷远程碎裂产生的产物离子，其允许确定氨基酸组分的序列为AcNH-Ala-MeOxz-Val-DealaMeOxz-Ile-Leu-Thz-Ser-Gly-Gly-MeOxz-Leu-Deala-Oxz-Ala-Gly-Thz-Val-OH，用改进的马氏法确定手性氨基酸具有L构型。
The structure of goadsporin was determined by using spectroscopic techniques. NMR analysis revealed that goadsporin consists of 19 amino acids, two of which are dehydroalanines (Deala), and six of which are cyclized to oxazoles (Oxz) and thiazoles (Thz) by dehydrative cyclization and dehydrogenation from serine, threonine and cysteine. NMR analysis established seven partial structures, and their sequence was determined by CID-MS/MS. Negative mode FAB-MS/MS gave product ions arising from charge-remote fragmentation that allowed determination of the sequence of the amino acid components as AcNH-Ala-MeOxz-Val-DealaMeOxz-Ile-Leu-Thz-Ser-Gly-Gly-MeOxz-Leu-Deala-Oxz-Ala-Gly-Thz-Val-OH, The chiral amino acids were determined by the advanced Marfey's method to have L-configurations.