Yagen Boris, Hutchins James E, Cox Richard H, Hagler Winston M, Hamilton Pat B
Department of Natural Products, School of Pharmacy, Hebrew University of Jerusalem, Israel; Immunodiagnostics Department, Becton Dickinson Research Center, Research Triangle Park, NC 27709; Phillip Morris Research Center, P.O. Box 26583, Richmond, VA 23261-6583, and Department of Poultry Science, North Carolina State University, Raleigh, NC 27695-7608.
J Food Prot. 1989 Aug;52(8):574-577. doi: 10.4315/0362-028X-52.8.574.
A promising method for the destruction of aflatoxin B in commodities is treatment with sodium bisulfite to yield a single major product, aflatoxin BS. On the basis of nuclear magnetic resonance, ultraviolet and infrared spectra, elemental analysis, mass spectroscopy, deuterium labeling and stability to highly acidic conditions, the structure of aflatoxin BS was established as the 15 α-sodium sulfonate of aflatoxin B The formation of aflatoxin B products substituted at the 15 position only is unprecedented and implies an unusual mechanism. The formation of a single addition product under conditions that seemingly rule out a previously proposed free radical mechanism suggested a newly proposed ionic reaction mechanism. The completeness of the reaction and the water solubility of aflatoxin BS support the promising use of bisulfite to destroy aflatoxin.
一种在商品中破坏黄曲霉毒素B的有前景的方法是用亚硫酸氢钠处理,以产生单一主要产物——黄曲霉毒素BS。基于核磁共振、紫外和红外光谱、元素分析、质谱、氘标记以及对高酸性条件的稳定性,黄曲霉毒素BS的结构被确定为黄曲霉毒素B的15α-磺酸钠。仅在15位被取代的黄曲霉毒素B产物的形成是前所未有的,这意味着一种不同寻常的机制。在似乎排除了先前提出的自由基机制的条件下形成单一加成产物,这表明了一种新提出的离子反应机制。该反应的完全性以及黄曲霉毒素BS的水溶性支持了使用亚硫酸氢钠破坏黄曲霉毒素的前景。