Structure of thioviridamide, a novel apoptosis inducer from Streptomyces olivoviridis
Structure of thioviridamide, a novel apoptosis inducer from Streptomyces olivoviridis
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DOI：
10.1038/ja.2006.2
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发表时间：
2006-01-01
影响因子：
3.3
通讯作者：
Furihata, K
中科院分区：
文献类型：
--
作者：
Hayakawa, Y;Sasaki, K;Furihata, K
从一株橄榄绿链霉菌中分离得到一种新的细胞凋亡诱导剂硫代维胺。用高分辨快原子轰击质谱（FAB-MS）确定了硫代维瑞胺的分子式为C56 H93 N14 O 10 S7+，并用核磁共振波谱分析（包括多种二维技术）对硫代维瑞胺进行了结构分析。COSY和HMBC实验显示存在2-羟基-2-甲基-4-氧代戊酰基和11个氨基酸残基，包括两个新的氨基酸，β-羟基-N-1，N-3-二甲基组氨酸和S-（2-氨基乙烯基）半胱氨酸。在HMBC、CT-HMBC和HMBC-HOHAHA光谱中观察到的H-1-C-13长程相关性将具有7个酰胺键和5个硫代酰胺键的部分结构连接起来，以建立硫代病毒酰胺作为独特环状肽的平面结构。
A novel apoptosis inducer, thioviridamide, was isolated from an actinomycete identified as Streptomyces olivoviridis. The molecular formula of thioviridamide was determined to be C56H93N14O10S7+ frorn high-resolution FAB-MS. The structure of thioviridamide was analyzed by NMR spectral analysis including a variety of two-dimensional techniques. COSY and HMBC experiments revealed the presence of a 2-hydroxy-2-methyl-4-oxopentanoyl group and eleven amino acid residues including two novel amino acids, beta-hydroxy-N-1,N-3-dimethylhistidinium and S-(2-aminovinyl)cysteine. H-1-C-13 long-range correlations observed in the HMBC, CT-HMBC and HMBC-HOHAHA spectra connected the partial structures with seven amide linkages and five thioamide linkages to establish the planar structure of thioviridamide as a unique cyclic peptide.