NONDENATURING ZWITTERIONIC DETERGENTS FOR MEMBRANE BIOCHEMISTRY.
    3.
    发明公开
    NONDENATURING ZWITTERIONIC DETERGENTS FOR MEMBRANE BIOCHEMISTRY. 失效
    NICHTABBRECHENDE ZWITTERIONOGENE DETERGENTIENFÜRMEMBRANBIOCHEMIE。

    公开(公告)号:EP0085717A4

    公开(公告)日:1983-12-23

    申请号:EP82902934

    申请日:1982-08-19

    摘要: A nondenaturing zwitterionic detergent for proteins which, for example, consists of an effective amount of 3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulfonate (CHAPS). This detergent is of extreme interest in the biological study of proteins due to its nondenaturing characteristic. Other examples of the group may be prepared from different alicyclic compounds, for example, utilizing cholic acid and in others deoxycholic acid and dehydroabietic acid. A process for the preparation of these compounds starts with cholic or the equivalent and from this is prepared the triethylammonium salt in tetradhydrofuran (THF). After the salt is completely dissolved in THF, ethyl chloroformate is added and the flask cooled to 0 C. Then the mixed anhydride which forms is reacted with dimethylaminopropylamine to form the dimethylaminopropyl derivative of a carboxylic acid amide. Finally, the tertiary amine group is reacted with propanesultone to give the sulfobetaine product. An improved procedure for preparation of these compounds and especially for the last step (as for CHAPSO) to react the N-(3-dimethylaminopropyl) cholamide with sodium-1-chloro-2-hydroxy-3-propanesulfonate.

    摘要翻译: 用于蛋白质的非变性两性离子洗涤剂,其例如由有效量的3 - [(3-胆酰胺丙基)二甲基铵] -1-丙磺酸盐(CHAPS)组成。 这种洗涤剂由于其非变性特性而对蛋白质的生物学研究极其有意义。 该基团的其他实例可以由不同的脂环族化合物制备,例如,利用胆酸和其他脱氧胆酸和脱氢松香酸。 制备这些化合物的方法从胆甾醇或其等价物开始,并由此制备四氢呋喃(THF)中的三乙基铵盐。 盐完全溶于THF后,加入氯甲酸乙酯,并将烧瓶冷却至0℃。 然后将形成的混合酸酐与二甲基氨基丙胺反应,形成羧酸酰胺的二甲基氨基丙基衍生物。 最后,叔胺基团与丙磺酸内酯反应得到磺基甜菜碱产物。 制备这些化合物的改进方法,特别是最后一步(如CHAPSO)使N-(3-二甲氨基丙基)胆酰胺与1-氯-2-羟基-3-丙磺酸钠反应。