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Valinomycin

SIGMA/94675 - ≥99.0% (TLC)

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
Catalog Number PKG Qty. Price Quantity
45-94675-10MG 10 mg
 $115.00
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45-94675-100MG 100 mg
 $576.00
1/EA		 Add To Favorites
45-94675-500MG 500 mg
 $2400.00
1/EA		 Add To Favorites

 

antibiotic activity spectrum mycobacteria
assay ≥99.0% (TLC)
form powder
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
InChI key FCFNRCROJUBPLU-RPUZOQEISA-N
mode of action cell membrane | interferes
mp 187-190 °C
Quality Level 200 
SMILES string 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
storage temp. 2-8°C
Application: Valinomycin has been used as an internal standard in the cytotoxicity assay for the detection of cereulide produced by emetic Bacillus cereus. It has also been used in the measurement of the electrogenicity of bile salt/H+ antiport in Escherichia coli.
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 affects the ion transport behavior of mitochondrial systems.
General description: Chemical structure: peptide
General description: Valinomycin is a neutral cyclic dodecadepsi-peptide antibiotic, that has a 36-member ring.Valinomycin consists of twelve stereogenic centers that are made of three repeating sequences of a tetramer of D-α-hydroxyisovalericacid-D-valine-L-lactate-L-valine. It shows antibacterial, antitumor, antifungal, antiviral, and insecticidal properties. Valinomycin exerts its antiviral activity against human coronavirus OC43 (HCoV-OC43), severe acute respiratory syndrome coronavirus (SARS-CoV), and middle-east respiratory syndrome coronavirus (MERS-CoV).
Other Notes: Review
Purity ≥99.0% (TLC)
mp 187-190 °C
Storage Temp. 2-8°C
UNSPSC 12352200

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