The Preparation and Some Biological Properties of the Asparagine Analog L-2-Amino-2-carboxyethanesulfonamide
The Preparation and Some Biological Properties of the Asparagine Analog L-2-Amino-2-carboxyethanesulfonamide
复制标题
天冬酰胺类似物L-2-氨基-2-羧基乙磺酰胺的制备及部分生物学性质
DOI：
10.1021/ja01528a026
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发表时间：
1959
影响因子：
15
通讯作者：
R. Mayer
中科院分区：
文献类型：
--
作者：
H. Heymann;T. Ginsberg;Z. R. Gulick;E. Kónopka;R. Mayer
L-2-乙酰氨基-2-乙氧羰基乙磺酰氯可由相应的二硫化物在氯水溶液作用下制得。磺酰胺抑制血清天冬酰胺酶的作用，并抑制或消除粗糙脉孢菌的天冬酰胺需要突变体的生长。此外，它还抑制了艾氏假囊酵母的生长。该化合物在体外和体内对结核分枝杆菌没有作用，也不抑制几种其他病原微生物的体外生长，天冬酰胺能显著增加结核分枝杆菌和某些真菌在合成培养基上的生长，因此天冬酰胺是几种培养基的常规成分。一般认为天冬酰胺是分枝杆菌特别合适的氮源，而不是必需的代谢产物。2假设结核杆菌对天冬酰胺的这种利用可能易受天冬酰胺抗代谢物的抑制，
L-2-Amino-2-carboxyethanesulfonamide has been prepared via L-2-acetylamino-2-carboethoxyethanesulfonyl chloride which is obtainable from the corresponding disulfide by the action of aqueous chlorine. The sulfonamide inhibits the action of serum asparaginase and depresses or abolishes growth of an asparagine-requiring mutant of Neurospora crassa. Fur-ther, it reduces growth of Eremothecium ashbyii. The compound was without effect on Mycobacterium tuberculosis in vitro and in vivo, nor did it inhibit growth in vitro of several other pathogenic microorganisms.The growth of Mycobacterium tuberculosis and of certain fungi on synthetic media is markedly in-creased by asparagine, which is therefore a regular constituent of several media. 1 It is generally considered that asparagine serves as a particularly suitable source of nitrogen for the mycobacteria rather than as an essential metabolite. 2 On the supposition that this utilization of asparagine by tubercle bacilli might be susceptible to inhibition by an asparagine antimetabolite, the preparation of