Digitonin
SIGMA/D5628 - ~50% (TLC)
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
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: D5628-1G
| aggregation number | 60 |
| assay | 50% (TLC) |
| biological source | plant seeds (Digitalis purpurea) |
| CMC | <0.5 mM (20-25°C) |
| concentration | ~50% (TLC) |
| description | non-ionic |
| form | powder |
| 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.) |
| Quality Level | 200  |
| SMILES string | C[C@@]12[C@]([C@@H]3C)([H |
| solubility | ethanol: 10 mg/mL, clear, colorless to faintly yellow |
| Application: | Digitonin has been used in a study to investigate how lipopeptide toxins target biological membranes. |
| Application: | Digitonin has been used: • to incubate isolated mitochondria for removing the mitochondrial outer membrane for mitoplasts preparation • in the permeabilization of HeLa cells for in vitro import assay • as a component in HEPES-buffered saline (HBS) to permeate the cells and release the aequorins for fluorescence and bioluminescence imaging |
| Biochem/physiol Actions: | Digitonin plays a key role in permeabilizing cell membranes. It also helps to solubilize membrane components. Digitonin specifically interacts with cholesterol in the membrane, resulting in pore formation. It helps to lyse eukaryotic cells but not bacterial membranes. |
| Features and Benefits: | • Can extract membrane proteins like supercomplexes from the mitochondrial inner membrane • Solubilizes 1-palmitoyl-2-oleoyl-sn-g • Canorm micelles at a wide range of concentrations |
| General description: | Digitonin, a steroidal glycoside derived from the purple foxglove plant (Digitalis purpurea), stands as a versatile non-ionic detergent with diverse applications in cell biology and biochemical research. Its unique properties position it as a valuable tool for investigating cellular membranes, membrane proteins, and intracellular components. Digitonin demonstrates exceptional membrane solubilization capabilities, effectively extracting membrane-bound proteins while preserving their native conformation for studying interactions and activities. Additionally, it can also selectively permeabilize the cholesterol-rich plasma membrane, allowing for the isolation and purification of specific organelles, and facilitating the study of their functions. The detergent′s cellular permeabilization property extends to various cell types, enabling the study of intracellular components and processes by introducing antibodies, enzymes, or other molecules into cells. In immunocytochemistry experiments, Digitonin plays a crucial role by permeabilizing cells, allowing for the labeling and detection of intracellular proteins and structures, offering insights into cellular organization and protein localization. Furthermore, Digitonin facilitates RNA extraction and purification by lysing cells, a critical step for molecular biology applications such as gene expression analysis and RNA sequencing. The detergent′s utility is also evident in immunoprecipitation experiments, where it solubilizes membrane proteins, enabling the isolation of specific protein-antibody complexes for the study of protein interactions and signaling pathways. |
| Other Notes: | For additional information on our range of Biochemicals , please complete this form . |
| Packaging: | 1 g in glass bottle |
| Packaging: | 5 g in poly bottle |
| 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 |
| Purity | 50% (TLC) |
| mp | 230-240 °C (dec.) (lit.) |
| UNSPSC | 12161900 |