C - Chemistry – Metallurgy – 07 – J
Patent
C - Chemistry, Metallurgy
07
J
260/19, 260/62,
C07J 43/00 (2006.01) C07J 41/00 (2006.01) C07C 143/675 (1980.01)
Patent
CA 1179326
ABSTRACT OF THE DISCLOSURE A nondenaturing zwitterionic detergent for proteins which, for example, consists of an effetive amount of 3-[(3- cholamidopropyl)dimethylamino]-1-propanesulfonate (CHAPS). This detergent is of extreme interest in the biological study of pro- teins 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 dehydroabiotic acid. A process for the preparation of these compounds starts with cholic or the equivalent and from this is prepared the triethylammomium salt in tetrahydeofurna (THF). After the salt is completely dissolved in THF, ethyls chloroformate is added and the flask cooled to 0°C. Then the mixed anhydride which forms is reacted wtih 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 CHAPO) to react the N-(3-dimethylaminopropyl)cholamide with sodium 1-chloro-2-hydroxy-3-propanesulfonate.
409779
Marks & Clerk
U.s. Departm Ent Of Commerce The United States Of America Represented By The Secretary
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