VANCOMYCIN: STRUCTURE AND TRANSFORMATION TO CDP-I
VANCOMYCIN: STRUCTURE AND TRANSFORMATION TO CDP-I
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DOI：
10.1002/chin.198408313
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发表时间：
1983-11
期刊：
影响因子：
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通讯作者：
C. Harris;H. Kopecká;T. Harris
中科院分区：
文献类型：
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作者：
C. Harris;H. Kopecká;T. Harris
万古霉素的结构指定为7，其中天冬氨酸以天冬酰胺形式存在，而不是先前提出的异天冬酰胺（即4）（威廉姆森，. P的;威廉姆斯，DH J. Am. 1981，103，6580）。研究了万古霉素重排生成CDP-Ⅰ的机理。推导出途径：万古霉素-琥珀酰亚胺11-*· CDP-Im（3）CDP-IM（2）。琥珀酰亚胺11已被分离，并通过FT-IR和FAB-MS表征;这些数据与链内琥珀酰亚胺一致，但不是开环结构。在pH 8下处理11导致CDP-1的次要形式的立即出现，其缓慢地产生与主要形式的平衡混合物（2：3的~ 64：36）。没有重大
The structure of vancomycin is assigned as 7 in which aspartate is present as asparagine, rather than isoasparagine (ie, 4) as had been proposed previously (Williamson,. P.; Williams, DH J. Am. Chem. Soc. 1981, 103, 6580). The mechanism of rearrangement of vancomycin to CDP-I has been investigated. The pathway is deduced: vancomycin— succinimide 11-*· CDP-Im (3) CDP-IM (2). Succinimide 11 has been isolated and characterized by FT-IR and FAB-MS; these data are in agreement with an in-chain succinimide but not a seco structure. Treatment of 11 at pH 8 leads to immediate appearance of the minorform of CDP-I, which slowlyyields an equilibrium mixture with the major form (~ 64: 36 of 2: 3). No major