EMAIL THIS PAGE TO A FRIEND
94675 Sigma-Aldrich

Valinomycin

≥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

  •  Beilstein/REAXYS Number 78657

  •  EC Number 217-896-6

  •  MDL number MFCD00005114

  •  PubChem Substance ID 329770374

  •  NACRES NA.32

Purchase

Properties

Related Categories Antibiotics, Antibiotics A to Z, Antibiotics T-Z, Antibiotics by Application, Antibiotics by Mechanism of Action,
Quality Level   200
assay   ≥99.0% (TLC)
mp   187-190 °C
Mode of action   cell membrane | interferes
antibiotic activity spectrum   mycobacteria
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

Valinomycin is a neutral cyclic dodecadepsipeptide antibiotic, that has a 36-member ring.

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.

Valinomycin affects the ion transport behavior of mitochondrial systems.

Other Notes

Review

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
RIDADR 
UN 2811 6.1 / PGI
WGK Germany 
WGK 3
RTECS 
YV9468000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number
Protocols & Articles
Peer-Reviewed Papers
15

References

Related Products

related product

Product #

Description

Add to Cart

08168 Timestrip Plus 8 °C

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?