Nondenaturing zwitterionic detergent for membrane biochemistry

C - Chemistry – Metallurgy – 11 – D

Patent

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260/19, 134/27,

C11D 1/92 (2006.01) C07J 31/00 (2006.01) C07J 41/00 (2006.01)

Patent

CA 1173823

ABSTRACT OF THE DISCLOSURE A nondenaturing zwitterionic detergent for proteins which, for example, consists of an effective amount of 3-[(3-cholamidopropyl)dimethyl- ammonio]-1-propanesulfonate (CHAPS). This detergent is of extreme interest in the biological study of proteins due to its nondenaturing characteristic. Othe examples of the group may be prepared from different alicyclic compounds, for example, utilizing cholic acid and in others deoxycholic acid and dehy- droabietic acid. A process for the preparation of these compounds starts with cholic or the equivalent and from this is prepared the triethylammonium salt in tetrahydrofuran (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.

382720

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