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V3639 Sigma-Aldrich

Valinomycin

Ready Made Solution, ~1 mg/mL in DMSO, 0.2 μm filtered

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

  •  Beilstein/REAXYS Number 78657

  •  MDL number MFCD00005114

  •  PubChem Substance ID 24900743

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Properties

Related Categories Antibacterial, Antibiotic Ready Made Solutions, Antibiotics, Antibiotics A to Z, Antibiotics T-Z,
Quality Level   200
biological source   Streptomyces sp.
sterility   0.2 μm filtered
assay   ≥90% (HPLC)
form   liquid
concentration   ~1 mg/mL in DMSO
color   colorless
Mode of action   cell membrane | interferes
antibiotic activity spectrum   Gram-positive bacteria
  parasites
  viruses
shipped in   wet ice
storage temp.   2-8°C
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
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

Description

General description

Chemical structure: peptide

Application

Valinomycin is a cyclic dodecadepsipeptides with potassium ionophoric properties. It is used to study ion transport in biological systems. It is used to study its inhibitory effect on intact cells and the growth of bacteria and yeast. It is used to induce apoptosis.

Packaging

5 mL in glass bottle

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.

Valinomycin is a K+-selective ionophoric cyclodepsipeptide. It is a potassium ionophore which uncouples oxidative phosphorylation, induces apoptosis in murine thymocytes, inhibits NGF-induced neuronal differentiation and antagonizes ET-induced vasoconstriction. It is reported to be insecticidal, nematicidal and antiviral.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Hygroscopic.

Safety & Documentation

Safety Information

RIDADR 
UN 1993 / PGIII
WGK Germany 
WGK 1
Flash Point(F) 
188.6 °F - closed cup
Flash Point(C) 
87 °C - closed cup
Protocols & Articles

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Peer-Reviewed Papers
15

References

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