Glycine Conjugates in a Lepidopteran Insect Herbivore—The Metabolism of Benzylglucosinolate in the Cabbage White Butterfly, Pieris rapae
Glycine Conjugates in a Lepidopteran Insect Herbivore—The Metabolism of Benzylglucosinolate in the Cabbage White Butterfly, Pieris rapae
复制标题
鳞翅目昆虫草食动物中的甘氨酸结合物——菜粉蝶中苄基芥子油苷的代谢
DOI：
10.1002/cbic.200790053
复制
发表时间：
2007
期刊：
影响因子：
3.2
通讯作者：
U. Wittstock
中科院分区：
文献类型：
--
作者：
F. Vergara;A. Svatoš;B. Schneider;M. Reichelt;J. Gershenzon;U. Wittstock
我们最近对粉蝶中苄基硫代葡萄糖苷（2）代谢的生化基础的分析表明，我们的论文ChemBioChem 2006，7，1982-1989中描述的放射性色谱图中代谢物的分配是不正确的，并导致了对粉蝶中2主要代谢物命名的错误结论。在最近的实验中，我们分析了从以A. thaliana（Col-0）叶含有C-标记的2，基本上如前一篇论文中所述。然而，我们使用了优化的HPLC系统，结合马尿酸（9 ; 2-（苯甲酰氨基）乙酸，N-苯甲酰甘氨酸）和苯乙酰甘氨酸（7）的内标和外标。这些分析表明，放射性色谱图中的主峰（2006年论文中的图1）约占HPLC样品中总放射性的70%，来自9，而不是我们报告的7。化合物7在化合物9之后作为次峰洗脱。因此，虽然在喂食实验中，用C标记的2获得了7的最高特异性标记（47%），但大部分芥子油苷被代谢为9，我们以前认为这是一种次要代谢物。正如2006年论文中所讨论的，化合物9似乎也是其他化合物的代谢产物;因此导致较低的特异性标记。通过质谱法和NMR光谱法鉴定2的代谢物以及建立从2到7的假定代谢途径仍然不受我们最近数据的影响。F. Vergara，A. Svatovskaya，B.施耐德，M。Reichelt，J. Gershenzon，U.维特施托克 *
Our recent analyses of the biochemical basis of the metabolism of benzylglucosinolate (2) in Pieris rapae have shown that the assignment of metabolites in the radiochromatograms, as described in our paper ChemBioChem 2006, 7, 1982–1989, was incorrect and led to a wrong conclusion on the designation of the major metabolite of 2 in P. rapae. In recent experiments, we analysed faecal extracts obtained from larvae that had fed on A. thaliana (Col-0) leaves containing C-labelled 2, essentially as described in the former paper. However, we used an optimised HPLC system in conjunction with internal and external standards for hippuric acid (9 ; 2-(benzamido)acetic acid, N-benzoylglycine) and phenylacetylglycine (7). These analyses showed that the major peak in the radiochromatogram (Figure 1 in the 2006 paper), which accounts for about 70% of the total radioactivity in the HPLC sample, comes from 9 rather than 7 as we had reported. Compound 7 elutes as a minor peak after compound 9. Thus, although the highest specific labelling (47%) in feeding experiments with C-labelled 2 was obtained for 7, most of the glucosinolate is metabolised to 9, which we had previously regarded as a minor metabolite. As discussed in the 2006 paper, compound 9 appears to be a metabolite of other compounds as well ; thus leading to the lower specific labelling. The identification of metabolites of 2 by mass spectrometry and NMR spectroscopy as well as the establishment of a putative metabolic pathway from 2 to 7 remain unaffected by our more recent data. F. Vergara, A. Svatoš, B. Schneider, M. Reichelt, J. Gershenzon, U. Wittstock*