11024-24-1C[C@@H]1CC[C@@]2(OC1)O[C@H]1[C@@H](O)[C@H]3[C@@H]4CC[C@H]5C[C@@H](O[C@@H]6O[C@H](CO)[C@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O[C@@H]8OC[C@@H](O)[C@H](O)[C@H]8O)[C@H]7O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)[C@H]7O)[C@H](O)[C@H]6O)[C@H](O)C[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2CUVYVLBIGDKGWPX-XJVHMSFUSA-NDigitonin is a spirostanyl glycoside that is digitogenin in which the 3-hydroxy group is substituted by a beta-D-glucopyranosyl-(13)-beta-D-galactopyranosyl-(12)-[beta-D-xylopyranosyl-(13)]-beta-D-glucopyranosyl-(14)-beta-D-galactopyranosyl group. It is a steroidal saponin isolated from the foxglove plant, Digitalis purpurea. It is used extensively as a mild non-ionic detergent for extracting proteins from membranes for structure and function studies. It has a role as a detergent and a plant metabolite. It is a spirostanyl glycoside and a pentasaccharide derivative. It is functionally related to a digitogenin.
11024-24-1DTXSID1025065CHEMBL509531CHEBI:27729化学的特性white crystalline powder
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
解説ジギトニン,ジギトゲニンは3-O-[β-D-Glu(1→3)-β-D-Gal(1→2)-β-D-Xyl(1→3)-β-D-Glu(1→4)-β-D-Gal]配糖体である．融点235～240 ℃．[α]20D －54°(メタノール)．3β-OHステロイドと結晶してジギトニドを形成するので，たとえば生体中のコレステロールの定量に使われる．森北出版「化学辞典（第2版）
使用Digitonin has been used in a study to assess a procedure for isolating mitochondria from ascites tumor cells. It has also been used in a study to investigate its effect on the cytotoxicity of plant secondary metabolites in cancer cells. This mild nonionic detergent can be used to solubilize receptors and permeabilize cellular and nuclear membranes.
一般的な説明Crystals or white powder.
純化方法This digitoxin hexa-glycoside can be recrystallised from aqueous 85% EtOH or MeOH/diethyl ether. It is purified by preparative paper chromatography and developed with the upper phase of a mixture of nBuOH/H2O/AcOH (4:5:1), and the spot (RF 0.36) is eluted with 25% CCl3CO2H in CHCl3. It has also been purified by countercurrent distribution. It forms an ethanolate, and complexes with cholesterol and other sterols. [Ruhenstroth-Bauer & Breitenfeld Hoppe Seyler's Z Physiol Chem 302 111 1955, Grisvold J Am Pharm Assoc 23 664 1934, Beilstein 19 IV 1243.]
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