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Valinomycin

SKU
V-1013
  • CAS:2001-95-8
  • Formula:C54H90N6O18
  • MW:1111.34 Da
  • Appearance:White crystalline powder
  • Purity:≥93% (HPLC)

Starting at $146.78

Product Name Qty
Valinomycin
100 mg
$146.78
Valinomycin
1 g
$1,061.39
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Description

Valinomycin is an antibiotic which acts as a potassium (K+) ionophore. Induces K+ conductivity in cell membranes. Also active in vitro against Mycobacterium tuberculosis, and as an apoptosis inducer.

Isolated from Streptomyces fulvissimus.

 

Applications

Valinomycin is used diagnostically in ion selective electrodes because of its preferential ability to conduct K+ across the electrodes membrane. Valinomycin induced stimulation of mitochondrial energy dependent reversible swelling, supported by succinate oxidation, cytochrome c (cyto-c) and sulfite oxidase (Sox) (both are present in the mitochondrial intermembrane space (MIS)) are released outside.

Valinomycin also inhibits hyphal growth in other dimorphic fungi, Candida tropicalis and Aureobasidium pullulan. It affects the morphology of Candida albicans.

 

Additional Reading: Pathology Research Using Mitophagy Modulators

 

Not for human therapeutic use or for medicinal purposes. For research applications only.

More Information
Alternate Name/Synonyms
Cyclo(L-Val-D-HyIva-D-Val-L-Lac-)3: HyIva = α-Hydroxyisovaleric acid, Lac = Lactic acid
SKU
V-1013
CAS #
2001-95-8
Chemical Name
(3S,6S,9R,12R,15S,18S,21R,24R,27S,30S,36R)-6,18,30-trimethyl-3,9,12,15,21,24,27,33,36-nona(propan-2-yl)-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone
Chemical Formula
C54H90N6O18
Molecular Weight
1111.34 Da
Appearance
White crystalline powder
Purity
≥93% (HPLC)
Solubility
Ethanol (50 mg/ml), DMSO (≥10 mg/ml), petroleum ether, ether, benzene, chloroform, glacial acetic, butyl acetate, and methanol (5 mg/ml).
Melting Point
374 °C
Storage Temp
+4°C
THERAPEUTIC AREA
Pulmonary Disorders
USE
Valinomycin is potent agent against severe acute respiratory-syndrome coronavirus (SARS-CoV) in infected Vero E6 cells. It uncouples oxidative phosphorylation by binding to sites on membranes rich in sulfhydryl groups, and induces apoptosis in murine thymocytes. Also reported to inhibit NGF-induced neuronal differentiation.
Merck Index
13.9978.2001
MDL NUMBER
MFCD00005114
CHEMACX
X1008618-5
INCHI
InChI=1S/C54H90N6O18/c1-22(2)34-49(67)73-31(19)43(61)55-38(26(9)10)53(71)77-41(29(15)16)47(65)59-36(24(5)6)51(69)75-33(21)45(63)57-39(27(11)12)54(72)78-42(30(17)18)48(66)60-35(23(3)4)50(68)74-32(20)44(62)56-37(25(7)8)52(70)76-40(28(13)14)46(64)58-34/h22-42H,1-21H3,(H,55,61)(H,56,62)(H,57,63)(H,58,64)(H,59,65)(H,60,66)/t31-,32-,33-,34+,35+,36+,37-,38-,39-,40+,41+,42+/m0/s1
SMILES
C[C@H]1C(=O)N[C@H](C(=O)O[C@@H](C(=O)N[C@@H](C(=O)O[C@H](C(=O)N[C@H](C(=O)O[C@@H](C(=O)N[C@@H](C(=O)O[C@H](C(=O)N[C@H](C(=O)O[C@@H](C(=O)N[C@@H](C(=O)O1)C(C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C(C)C
RTECS
YV9468000
UN #'S
UN 3462
PACKING GROUP
I
Handling
Use only in area provided with appropriate exhaust ventilation. Keep away from heat and source of ignition. Empty containers pose a fire risk, evaporate residue under fume hood. Ground all equipment containing material. Do not breathe dust.
Special Shipping
Yes
msds 1
V-1013, Valinomycin, SDS, diamond format.pdf
Certificate of Analysis 1
V-1013, J1280 r02.pdf
Certificate of Analysis 2
V-1013, Valinomycin, L1344.pdf
Certificate of Analysis 3
V-1013, Valinomycin, L1248.pdf
GHS PICTOGRAMS
HandlingUse only in area provided with appropriate exhaust ventilation. Keep away from heat and source of ignition. Empty containers pose a fire risk, evaporate residue under fume hood. Ground all equipment containing material. Do not breathe dust.
UN #'SUN 3462
Packing GroupI
CitationsPaper-based potentiometric ion sensing
Ligand binding and activation in a prokaryotic cyclic nucleotide-modulated channel
The structure of a valinomycin-hexaaquamagnesium trifluoromethanesulfonate compound
Vibrational excitons in ionophores: experimental probes for quantum coherence-assisted ion transport and selectivity in ion channels
Directed evolution of P-glycoprotein cysteines reveals site-specific, non-conservative substitutions that preserve multidrug resistance
The crystal structure of a valinomycin•2Ca2+ complex and the multi-step solution equilibria in acetonitrile characterised by 1H NMR, UV–Vis, and mass spectrometry
Construction of an Automatic Nutrient Solution Management System for Hydroponics-Adjustment of the K+-Concentration and Volume of Water
P-glycoprotein is fully active after multiple tryptophan substitutions
Multi-Disciplinary Hands-on Desktop Learning Modules and Modern Pedagogies
Replacing the eleven native tryptophans by directed evolution produces an active P-glycoprotein with site-specific, non-conservative substitutions
Automatic Management of Nutrient Solution for Hydroponics-Construction of multi-ion stat
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