Digitonin
SIGMA/D141 - Used as non-ionic detergent
Synonym: Digitin
CAS Number: 11024-24-1
Empirical Formula (Hill Notation): C56H92O29
Molecular Weight: 1229.31
EC Number: 234-255-6
MDL Number: MFCD00077729
Linear Formula: C56H92O29
Product Type: Chemical
| aggregation number | 60 |
| biological source | plant seeds (Digitalis purpurea) |
| CMC | <0.5 mM (20-25°C) |
| form | powder |
| impurities | <6.0% water |
| InChI | 1S/C56H92O29/c1-19-7-10-5 |
| InChI key | UVYVLBIGDKGWPX-KUAJCENISA |
| mol wt | micellar avg mol wt 70,000 |
| mp | 230-240 °C (dec.) (lit.) |
| optical activity | [α]20/D −54°, c = 2.8 in methanol(lit.) |
| Quality Level | 200  |
| SMILES string | C[C@@]12[C@]([C@@H]3C)([H |
| solubility | H2O: ~5 % (w/v) (solubilized by heating to 95 °C - 98 °C and then cooling to room temp.) |
| Analysis Note: | Preparation is free of water-insoluble constituents. |
| Application: | Digitonin has been used along with permeabilization buffer for cyclic guanosine monophosphate-adenosine monophosphate (cyclic GMP-AMP) stimulation in cells. |
| Application: | 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. |
| Biochem/physiol Actions: | Digitonin plays a key role in permeabilizing cell membranes. It is capable of lysing eukaryotic cells but not bacterial membranes. It is also used to solubilize membrane components. It helps to create pores by interacting specifically with cholesterol in the membrane. It is preferred in biotechnology due to its mild detergency. This membrane-active compound act with doxorubicin against multi-drug resistant cancer cells. |
| Features and Benefits: | Highly versatile compound for your cell biology and biochemical research |
| General description: | Digitonin, a steroidal saponin extracted from the purple foxglove plant (Digitalis purpurea), stands as a versatile non-ionic detergent crucial for cell biology and biochemical research. Its unique attributes position it as a valuable asset in the exploration of cellular membranes, membrane proteins, and intracellular components. Digitonin′s key properties and applications include its ability to solubilize membrane-bound proteins effectively while preserving their native conformation, making it an ideal tool for studying membrane protein interactions and activities. Moreover, Digitonin selectively permeabilizes the cholesterol-rich plasma membrane, leaving organelle membranes intact. This feature facilitates the extraction and purification of specific organelles, contributing to the study of their functions and roles in cellular processes. The detergent′s capability to permeabilize diverse cell types allows the study of intracellular components and processes by introducing molecules, antibodies, or enzymes into cells. Additionally, Digitonin finds application in immunocytochemistry experiments, enabling the labeling and detection of intracellular proteins and structures. |
| Other Notes: | For additional information on our range of Biochemicals , please complete this form . |
| Symbol |   GHS06,GHS08 |
| Signal word | Danger |
| Hazard statements | H301 - H373 |
| Precautionary statements | P301 + P310 + P330 - P314 |
| Hazard Codes | T |
| Risk Statements | 23/24/25 |
| Safety Statements | 22-28-36/37-45 |
| RIDADR | UN 3462 6.1 / PGIII |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| mp | 230-240 °C (dec.) (lit.) |
| UNSPSC | 12161900 |