Trushkin A M, Kazantsev A G, Kuznetsov N V, Iakhimovich A D, Moguchaia G Iu, Rodina E V, Gridneva N A, Sharina I G, Nedospasov A A
Biokhimiia. 1994 Oct;59(10):1521-34.
The properties and synthetic methods of aminonaphthalenesulfonamides (ANSA) used as detectable groups of protease substrates are described. A list of chemical and physical properties of seventeen 5.1-ANSA with simple substituents is presented. A comparison of condition for the introduction and removal of acyl protecting groups (acetyl, trifluoroacetyl, phthaloyl, carbobenzoxy) used in ANSA synthesis is given. Examples of applicability of nitronaphthalenesulfonamides as intermediate compounds are given. The possibility of ANSA alkylation at both N(C) and N(S) is demonstrated. Substituted ANSA--sulfonylaziridenes--are used for the production of water-soluble derivatives containing the alcoxy group in the sulfonamide fragment. Criteria for the selection of detectable groups for polysubstrate analysis are discussed. Eighteen typical procedures for ANSA synthesis according to the schemes discussed are presented.
描述了用作蛋白酶底物可检测基团的氨基萘磺酰胺（ANSA）的性质和合成方法。列出了十七种具有简单取代基的5.1-ANSA的化学和物理性质。比较了ANSA合成中使用的酰基保护基团（乙酰基、三氟乙酰基、邻苯二甲酰基、苄氧羰基）的引入和去除条件。给出了硝基萘磺酰胺作为中间化合物的应用实例。证明了ANSA在N(C)和N(S)处烷基化的可能性。取代的ANSA-磺酰基氮丙啶-用于生产在磺酰胺片段中含有烷氧基的水溶性衍生物。讨论了多底物分析中可检测基团的选择标准。根据所讨论的方案，给出了十八种ANSA合成的典型方法。
