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Chemodex
Valinomycin
Product Details | |
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Synonyms | Potassium ionophore I; Cyclo(L-Val-D-HyIva-D-Val-L-Lac-)3: HyIva = alpha-Hydroxyisovaleric acid, Lac = Lactic acid; NSC 122023 |
Product Type | Chemical |
Properties | |
Formula | C54H90N6O18 |
MW | 1111.32 |
CAS | 2001-95-8 |
RTECS | YV9468000 |
Source/Host Chemicals | Microbial |
Purity Chemicals | ≥95% (HPLC) |
Appearance | White to off-white powder. |
Solubility | Soluble in DMSO (20mg/ml) or ethanol (20mg/ml). Insoluble in water. |
Declaration | Manufactured by Chemodex. |
Other Product Data |
Click here for Original Manufacturer Product Datasheet |
InChi Key | FCFNRCROJUBPLU-UHFFFAOYSA-N |
Smiles | CC(C)[C@@H]1NC(=O)[C@H](C)OC(=O)[C@@H](NC(=O)[C@H](OC(=O)[C@@H](NC(=O)[C@H](C)OC(=O)[C@H](NC(=O)[C@H](OC(=O)[C@@H](NC(=O)[C@H](C)OC(=O)[C@H](NC(=O)[C@H](OC1=O)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C |
Shipping and Handling | |
Shipping | AMBIENT |
Short Term Storage | -20°C |
Long Term Storage | -20°C |
Handling Advice | Protect from light and moisture. |
Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
Documents | |
MSDS | Inquire |
Product Specification Sheet | |
Datasheet | Download PDF |
Valinomycin is a cyclododecadepsipeptide antibiotic originially isolated from Streptomyces strains and displays antibacterial efficacy. Valinomycin a neutral ionophore that selectively transfers alkali metal ions via biological and synthetic lipid membranes. Valinomycin is widely used as a selective potassium (K+)-selective ionophore (over Na+) and is an important research tool for membrane and membrane vesicles studies. As ionophore valinomycin has found application as a biosensor to detect potassium (K+) efflux. Valinomycin induces apoptosis in several cell types, including CHO cells, by stimulating potassium efflux and leading to phosphatidylserine membrane translocation, caspase-3 activation, inducing mitochondrial damage and oxidative stress. Valinomycin shows antitumor, antifungal, antiviral, insecticidal and antibacterial effects. Valinomycin as a mitophagy activator also plays a positive role in the treatment of Parkinsons disease and Alzheimers disease. It was recently reported to have antiviral activity against several coronaviruses (FIPV, MERS-CoV, SARS-CoV, HCoV-OC43 or SARS-CoV2).
(1) L.A. Pioda, et al.; Clin. Chim. Acta 29, 289 (1970) | (2) I.J. Furlong, et al.; Cell Death Differ. 5, 214 (1998) | (3) R. Abdalah, et al.; Neurosci. Lett. 405, 68 (2006) | (4) L. Rose & A.T.A. Jenkins; Bioelectrochem. 70, 387 (2007) | (5) M.A. Kroten, et al.; Pol. J. Microbiol. 59, 3 (2010) | (6) B. Klein, et al.; Apoptosis 16, 1101 (2011) | (7) K.-S. Chang, et al.; Biosens. Bioelectronics 31, 137 (2011) | (8) X. Xiong, et al.; Exp. Cell Res. 396, 112266 (2020) | (9) D. Zhang, et al.; Biomed. J. 43, 414 (2020) (Review) | (10) S. Huang, et al.; Microorganisms 9, 780 (2021) (Review) | (11) K. Gurukkalot & V. Rajendran; Curr. Microbiol. 80, 273 (2023) (Review)