Valinomycin
SIGMA/V0627 - ≥98% (TLC), ≥90% (HPLC)
Synonym: Cyclo(L-Val-D-HyIva-D-Val-L-Lac-)3: HyIva = α-Hydroxyisovaleric acid, Lac = Lactic acid
CAS Number: 2001-95-8
Empirical Formula (Hill Notation): C54H90N6O18
Molecular Weight: 1111.32
EC Number: 217-896-6
MDL Number: MFCD00005114
Linear Formula: C54H90N6O18
Product Type: Chemical
antibiotic activity spectrum | Gram-positive bacteria |
parasites | |
viruses | |
assay | ≥90% (HPLC) |
≥98% (TLC) | |
color | white |
form | powder |
InChI | 1S/C54H90N6O18/c1-22(2)34 |
InChI key | FCFNRCROJUBPLU-RPUZOQEISA |
mode of action | cell membrane | interferes |
Quality Level | 300 |
SMILES string | CC(C)[C@@H]1NC(=O)[C@H](C |
solubility | DMSO: ≥50 mg/mL |
H2O: insoluble | |
storage condition | (Keep container tightly closed in a dry and well-ventilated place.) |
storage temp. | 2-8°C |
Application: | Valinomycin has been used: • to equilibrate intracellular pH and extracellular pH of 5 (and 6-)-carboxyfluorescein succinimidyl ester (cFSE) in Escherichia coli strain B23 • as an ionophore to equilibrate intracellular pH and extracellular pH of lactic acid bacteria (LAB) strains • to establish the desired pH for acid-base transition and formation of K+-valinomycin diffusion potential |
Biochem/physiol Actions: | K+-selective ionophoric cyclodepsipeptide; potassium ionophore which uncouples oxidative phosphorylation, induces apoptosis in murine thymocytes, inhibits NGF-induced neuronal differentiation and antagonizes ET-induced vasoconstriction. |
Biochem/physiol Actions: | Valinomycin selectively transfers alkali metal ions via biological and synthetic membranes. The formation of a metal ion-peptide complex contributes to this ion-transporting. Valinomycin can create stable complexes with potassium, rubidium, and cesium (K+, Rb+, and Cs+) . |
General description: | Chemical structure: peptide |
General description: | Valinomycin is a cyclic peptide, which contains d-valine, d-α-hydroxyvale |
Other Notes: | Keep container tightly closed in a dry and well-ventilated place. |
Packaging: | 10MG,25MG,100MG,500MG |
Symbol | GHS06 |
Signal word | Danger |
Hazard statements | H300 + H310 |
Precautionary statements | P262 - P280 - P301 + P310 + P330 - P302 + P352 + P310 |
Hazard Codes | T+ |
Risk Statements | 27/28 |
Safety Statements | 28-36/37-45 |
RIDADR | UN 2811 6.1 / PGI |
WGK Germany | WGK 3 |
Flash Point(F) | Not applicable |
Flash Point(C) | Not applicable |
Purity | ≥90% (HPLC); ≥98% (TLC) |
Storage Temp. | 2-8°C |
UNSPSC | 12352200 |