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D141

毛地黄皂苷

Name: 毛地黄皂苷
Brand: SIGMA

Used as non-ionic detergent

别名:

Digitin

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关于此项目

经验公式（希尔记法）:

C₅₆H₉₂O₂₉

化学文摘社编号:

11024-24-1

分子量:

1229.31

UNSPSC Code:

12161900

NACRES:

NA.25

PubChem Substance ID:

24893429

EC Number:

234-255-6

Beilstein/REAXYS Number:

78654

MDL number:

MFCD00077729

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biological source

plant seeds (Digitalis purpurea)

Quality Level

200

form

powder

optical activity

[α]20/D −54°, c = 2.8 in methanol(lit.)

mol wt

micellar avg mol wt 70,000

aggregation number

impurities

<6.0% water

CMC

<0.5 mM (20-25°C)

mp

230-240 °C (dec.) (lit.)

solubility

H₂O: ~5 % (w/v) (solubilized by heating to 95 °C - 98 °C and then cooling to room temp.)

SMILES string

C[C@@]12[C@]([C@@H]3C)([H])[C@](O[C@]34CC[C@@H](C)CO4)([H])[C@@H](O)[C@@]1([H])[C@@](CC[C@]5([H])[C@@]6(C[C@@H](O)[C@H](O[C@]([C@@H]([C@@H](O)[C@H]7O[C@@](O[C@H](CO)[C@@H](O)[C@@H]8O[C@@](OC[C@@H](O)[C@@H]9O)([H])[C@@H]9O)([H])[C@@H]8O[C@@](O[C@H](CO)[C@H

InChI

1S/C56H92O29/c1-19-7-10-56(75-17-19)20(2)31-45(85-56)37(67)32-22-6-5-21-11-26(24(61)12-55(21,4)23(22)8-9-54(31,32)3)76-50-42(72)39(69)44(30(16-60)80-50)81-53-48(47(36(66)29(15-59)79-53)83-49-40(70)33(63)25(62)18-74-49)84-52-43(73)46(35(65)28(14-58)78-52)82-51-41(71)38(68)34(64)27(13-57)77-51/h19-53,57-73H,5-18H2,1-4H3/t19-,20+,21+,22-,23+,24-,25-,26-,27-,28-,29-,30-,31+,32-,33+,34-,35+,36-,37+,38+,39-,40-,41-,42-,43-,44+,45-,46+,47+,48-,49+,50-,51+,52+,53+,54-,55+,56-/m1/s1

InChI key

UVYVLBIGDKGWPX-KUAJCENISA-N

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General description

洋地黄皂苷是从紫色毛地黄植物（毛地黄）中提取的一种甾体皂苷，是一种多功能的非离子洗涤剂，在细胞生物学和生化研究中至关重要。其独特的属性使其成为探索细胞膜、膜蛋白和细胞内成分的宝贵工具。洋地黄皂苷′的关键特性和应用包括其能够有效溶解膜结合蛋白，同时保留其天然构象，使其成为研究膜蛋白相互作用和活性的理想工具。

此外，洋地黄皂苷选择性地透化富含胆固醇的质膜，并使细胞器膜保持完整。这一功能有利于特定细胞器的提取和纯化，有助于研究它们在细胞过程中的功能和作用。去垢剂′具有透化不同细胞类型的能力，可以通过将分子、抗体或酶引入细胞来研究细胞内成分和过程。此外，洋地黄皂苷还可用于免疫细胞化学实验，使得能够对细胞内蛋白质和结构进行标记和检测。

Application

洋地黄皂苷已与透化缓冲液一起用于细胞的环磷酸鸟苷-单磷酸腺苷（环GMP-AMP）刺激。

洋地黄皂苷已用于一项对从腹水肿瘤细胞中分离线粒体过程进行评估的研究中。它还用于研究其对癌细胞中植物次生代谢物的细胞毒性的影响。

Biochem/physiol Actions

洋地黄皂苷在渗透细胞膜中起着关键作用。它能够裂解真核细胞，但不能裂解细菌膜。也可用于溶解细胞膜组分。它通过与细胞膜中的胆固醇相互作用形成孔隙。它因其温和的去污特性成为生物技术领域的首选。这种细胞膜活性化合物联合阿霉素治疗多药耐药癌细胞。

Features and Benefits

适用于细胞生物学和生化研究的高度通用化合物

Analysis Note

制备不包括不溶于水的成分。

Other Notes

如需了解生化试剂系列的更多信息，请填写此表。

pictograms

GHS06,GHS08

signalword

Danger

hcodes

H301,H373

Hazard Classifications

Acute Tox. 3 Oral - STOT RE 2

存储类别

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

pcodes

P260 - P264 - P301 + P310 - P314 - P405 - P501

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Isolation of mitochondria from ascites tumor cells permeabilized with digitonin.

R W Moreadith et al.

Analytical biochemistry, 137(2), 360-367 (1984-03-01)

A new, improved procedure for isolating mitochondria from ascites tumor cells is described. The unique feature of this technique is the use of digitonin to make the cells susceptible to disruption by Teflon pestle/glass vessel homogenization. The yield and respiratory

Visualization of endoplasmic reticulum localized mRNAs in mammalian cells.

Xianying A Cui et al.

Journal of visualized experiments : JoVE, (70)(70), e50066-e50066 (2012-12-29)

In eukaryotes, most of the messenger RNAs (mRNAs) that encode secreted and membrane proteins are localized to the surface of the endoplasmic reticulum (ER). However, the visualization of these mRNAs can be challenging. This is especially true when only a

The FGF-2-triggered protection of cardiac subsarcolemmal mitochondria from calcium overload is mitochondrial connexin 43-dependent.

Wattamon Srisakuldee et al.

Cardiovascular research, 103(1), 72-80 (2014-03-22)

Fibroblast growth factor 2 (FGF-2) protects the heart from ischaemia- and reperfusion-induced cell death by a mechanism linked to protein kinase C (PKC)ε-mediated connexin 43 (Cx43) phosphorylation. Cx43 localizes predominantly to gap junctions, but has also been detected at subsarcolemmal

Digitonin synergistically enhances the cytotoxicity of plant secondary metabolites in cancer cells.

Safaa Yehia Eid et al.

Phytomedicine : international journal of phytotherapy and phytopharmacology, 19(14), 1307-1314 (2012-10-16)

In phytotherapy, extracts from medicinal plants are employed which contain mixtures of secondary metabolites. Their modes of action are complex because the secondary metabolites can react with single or multiple targets. The components in a mixture can exert additive or

p180 promotes the ribosome-independent localization of a subset of mRNA to the endoplasmic reticulum.