Phalloidin, Fluorescein Isothiocyanate Labeled
SIGMA/P5282 - sequence Amanita phalloides(synthetic: peptide sequence)
Synonym: Phalloidin-FITC
Empirical Formula (Hill Notation): C56H60N10O15S2
Molecular Weight: 1177.26
MDL Number: MFCD00147902
Linear Formula: C56H60N10O15S2
Product Type: Chemical
Immunofluorescence Primary human osteoblast cells labeled with Anti-Vinculin (Cat. No. V9131) (red), actin was stained with Phalloidin (Cat. No. P5282) (green) and nuclei stained blue. From Eng San Thian, Materials Science and Metallurgy, University of Cambridge, Cambridge, United Kingdom.
| biological source | sequence from Amanita phalloides (synthetic: peptide sequence) |
| fluorescence | λex 495 nm; λem 520 nm(lit.) |
| form | solid |
| Quality Level | 200  |
| storage temp. | −20°C |
| Application: | Phalloidin, Fluorescein Isothiocyanate Labeled has been used: • To visualize F-Actin reorganization in primary neonatal cardiomyocytes (PNCMs) and H9C2 cells (rat cardiac myoblasts) following endothelin-1 (ET-1) and angiotensin II (Ang II) treatment. • In immunochemistry to label microfilament. • In immunofluorescence analysis to stain F-actin. |
| Biochem/physiol Actions: | Phalloidin interacts with polymeric actin, and not oligomeric or monomeric forms. This interaction leads to highly stabilized actin filaments, which resist depolymerization and disassembly. In rats, this toxin causes death due to liver hemorrhage, and cells show abnormal actin clustering. The affinity of phalloidin to actin is not significantly altered after derivatizing fluorescently labelled phalloidin compounds. These compounds can be used to study actin structure and organization within eukaryotic cells. |
| Biochem/physiol Actions: | Toxin that binds polymeric F actin, stabilizing it and interfering with the function of actin-rich structures. |
| General description: | Phalloidin is a phallotoxin produced by death cap mushroom Amanita phalloides. It is a cyclic peptide, which interacts with actin and this was first identified in phalloidin-poisoned rats. It is a heptapeptide, cyclic in nature, with a crosslink between tryptophan at position 6 and cysteine at position 3. The side chain of amino acid 7 (γ-δ-dihydroxyleucine) in phalloidin, is accessible to modifications, through which fluorescently labelled phalloidin compounds can be produced. |
| Symbol |  GHS06 |
| Signal word | Danger |
| Hazard statements | H300 + H310 + H330 |
| Precautionary statements | P260 - P262 - P264 - P280 - P302 + P352 + P310 - P304 + P340 + P310 |
| Hazard Codes | T+ |
| Risk Statements | 26/27/28 |
| Safety Statements | 28-36/37-45 |
| RIDADR | UN 2811 6.1 / PGII |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Storage Temp. | −20°C |
| UNSPSC | 12352202 |