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Valinomycin (Synonyms: NSC 122023)

Catalog No.GC16948 Copy One-Click Copy Product Info

Valinomycin est un antibiotique dodécadepsipeptide, ce qui est obtenue à partir de plusieurs souches de Streptomyces.

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Valinomycin Chemical Structure

Cas No.: 2001-95-8

Taille Prix Stock Qté
10mM (in 1mL DMSO)
92,00 $US
En stock
10mg
49,00 $US
En stock
50mg
185,00 $US
En stock

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Sample solution is provided at 25 µL, 10mM.



Product has been cited by 1 publications

Description of Valinomycin

Valinomycin est un antibiotique dodécadepsipeptide, ce qui est obtenue à partir de plusieurs souches de Streptomyces. Valinomycin fonctionne en tant qu'un transporteur spécifique du potassium et améliore le mouvement de K+ via les membranes lipidiques. Un efflux excessif de K+ est un mécanisme ionique sous-jacent à l'apoptose. Il peut être utilisé en tant qu'agent découplé pour induire une dépolarisation[1-3].

Les cellules CHO qui sont traitées par Valinomycin(1-100µM;12-24 h) ont subi un événement apoptotique en raison de l'efflux de potassium[4]. Valinomycin (2 nM) a induit un gonflement mitochondrial énergie-dépendant, la libération de cytochrome c, l'oxydation de NADH/cytochrome c cytosolique et l'apoptose[5]. La formation de neurites et les changements membranaires des cellules de neuroblastome de rat sont induits par valinomycin(100 µM) [6].

L'incorporation de valinomycin dans les liposomes multilamellaires composés de dimyristoyl phosphatidyl choline: phosphatidyl sérine (rapport molaire 10:4:1) entraîne une réduction profonde de la toxicité tout en maintenant l'efficacité anti-tumorale dans les rats, LD50 pour valinomycin incorporée dans les liposomes (MVL-VM) est supérieur à 50 mg/kg[7].

References:
[1]. Varma S, Sabo D, ,et,al. K+/Na+ selectivity in K channels and valinomycin: over-coordination versus cavity-size constraints. J Mol Biol. 2008 Feb 8;376(1):13-22. doi: 10.1016/j.jmb.2007.11.059. Epub 2007 Nov 28. PMID: 18155244; PMCID: PMC2390915.
[2]. Daniele RP, Holian SK. A potassium ionophore (valinomycin) inhibits lymphocyte proliferation by its effects on the cell membrane. Proc Natl Acad Sci U S A. 1976 Oct;73(10):3599-602. doi: 10.1073/pnas.73.10.3599. PMID: 1068473; PMCID: PMC431165.
[3]. Berezin SK. Valinomycin as a Classical Anionophore: Mechanism and Ion Selectivity. J Membr Biol. 2015 Aug;248(4):713-26. doi: 10.1007/s00232-015-9784-y. Epub 2015 Mar 4. PMID: 25736817.
[4]. Abdalah R, Wei L, ,et,al. Valinomycin-induced apoptosis in Chinese hamster ovary cells. Neurosci Lett. 2006 Sep 11;405(1-2):68-73. doi: 10.1016/j.neulet.2006.06.055. Epub 2006 Jul 20. PMID: 16857314.
[5]. Lofrumento DD, La Piana G, ,et,al. Valinomycin induced energy-dependent mitochondrial swelling, cytochrome c release, cytosolic NADH/cytochrome c oxidation and apoptosis. Apoptosis. 2011 Oct;16(10):1004-13. doi: 10.1007/s10495-011-0628-7. PMID: 21739274.
[6]. Koike T. Neurite formation and membrane changes of mouse neurobalstoma cells induced by valinomycin. Biochim Biophys Acta. 1978 Jun 2;509(3):429-39. doi: 10.1016/0005-2736(78)90237-7. PMID: 656419.
[7]. Daoud SS, Juliano RL. Reduced toxicity and enhanced antitumor effects in mice of the ionophoric drug valinomycin when incorporated in liposomes. Cancer Res. 1986 Nov;46(11):5518-23. PMID: 3756900.

Protocol of Valinomycin

Expériences cellulaires [1]:

Lignées cellulaires

Cellules CHO

Méthode de préparation

Valinomycin est ajouté au substrat.

Conditions de réaction

1-100μM;12-24 h

Domaines d'application

1-100μM;12-24 h a entraîné respectivement 77% et 86% mort cellulaire à 12 h et 24 h.

References:

[1]. Abdalah R, Wei L,et,al. Valinomycin-induced apoptosis in Chinese hamster ovary cells. Neurosci Lett. 2006 Sep 11;405(1-2):68-73. doi: 10.1016/j.neulet.2006.06.055. Epub 2006 Jul 20. PMID: 16857314.

Chemical Properties of Valinomycin

Cas No. 2001-95-8 SDF
Synonymes NSC 122023
Chemical Name (3S,6R,9R,12S,15S,18S,21R,24R,27R,30R,33R,36S)-3,6,9,15,18,21,27,30,33-nonaisopropyl-12,24,36-trimethyl-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexaazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecaone
Canonical SMILES O=C([C@@H](C(C)C)OC([C@@H](C(C)C)NC1=O)=O)N[C@@H](C(O[C@H](C)C(N[C@@H](C(O[C@H](C(N[C@H](C(O[C@@H](C)C(N[C@@H](C(O[C@@H](C(N[C@H](C(O[C@H]1C)=O)C(C)C)=O)C(C)C)=O)C(C)C)=O)=O)C(C)C)=O)C(C)C)=O)C(C)C)=O)=O)C(C)C
Formula C54H90N6O18 M.Wt 1111.32
Solubility DMF: 30 mg/ml,DMSO: 5 mg/ml,Ethanol: 10 mg/ml Storage Store at -20°C,protect from light
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Valinomycin

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1 mg 5 mg 10 mg
1 mM 899.8 μL 4.4992 mL 8.9983 mL
5 mM 180 μL 899.8 μL 1.7997 mL
10 mM 90 μL 449.9 μL 899.8 μL
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In vivo Formulation Calculator (Clear solution) of Valinomycin

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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL saline, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

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3. All of the above co-solvents are available for purchase on the GlpBio website.

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Review for Valinomycin

Average Rating: 5 ★★★★★ (Based on Reviews and 28 reference(s) in Google Scholar.)

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