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Sigma-Aldrich

Valinomycin, Streptomyces fulvissimus

A cyclododecadepsi-peptide ionophore antibiotic.

Synonym(s):

Valinomycin, Streptomyces fulvissimus

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About This Item

Empirical Formula (Hill Notation):
C54H90N6O18
CAS Number:
2001-95-8
Molecular Weight:
1111.32
MDL number:
MFCD00005114
UNSPSC Code:
12352200

Quality Level

200

assay

≥93% (HPLC)

form

crystalline solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

solubility

DMSO: soluble
acetic acid: soluble
chloroform: soluble
ether: soluble

shipped in

ambient

storage temp.

10-30°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-UYBNATROSA-N

General description

A cyclododecadepsi-peptide ionophore antibiotic. Potassium ionophore of the mobile ion-carrier type that transports alkali metal ions across artificial or biological lipid membranes. Induces K+ conductivity in cell membranes at concentrations as low as 10-8 M. Often used in membrane electrode systems for determining K+ concentration. Uncouples oxidative phosphorylation by binding to sites on membranes rich in sulfhydryl groups. Induces apoptosis in murine thymocytes. Also reported to inhibit NGF-induced neuronal differentiation.
A cyclododecadepsi-peptide ionophore antibiotic. Potassium ionophore that transports alkali metal ions across artificial or biological lipid membranes (Rb+ >K+ >Cs+ >Ag+ >NH4+ >Na+ >Li+). Induces K+ conductivity in cell membranes at concentrations as low as 10 nM. Because of its ability to affect membrane transport of K+ and to create a hydrophobic layer on solid electrodes, it is often used in membrane electrode systems for determining K+ concentration. Useful in studies of K+ transport in mitochondria. Uncouples oxidative phosphorylation by binding to sites on membranes rich in sulfhydryl groups. Induces apoptosis in murine thymocytes. Also reported to inhibit NGF-induced neuronal differentiation.

Biochem/physiol Actions

Cell permeable: no
Primary Target
NGF-induced neuronal differentiation
Product does not compete with ATP.
Reversible: no

Warning

Toxicity: Highly Toxic (H)

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Harada, H., et al. 1994. Biochim. Biophys. Acta1220, 310.
Luvisetto, S., et al. 1994. Biochim. Biophys. Acta 1186, 12.
Orlov, V.N., et al. 1994. FEBS Lett.345, 104.
Acra, S., et al. 1993. Am. J. Physiol.264, G45.
Cornet, M., et al. 1993. J. Membr. Biol.131, 55.
Deckers, C.L., et al. 1993. Exp. Cell Res.208, 362.
Dimroth, P., and Thomer, A. 1993. Biochemistry32, 1734.
Opanasenko, V.K., et al. 1992. FEBS Lett.307, 280.
Pape, P.C., et al. 1992. J. Physiol.449, 219.
Ahmed, S., and Booth, I.R. 1983. Biochem. J.212, 105.
Lerner, A., et al. 1982. FEBS Lett.146, 9.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 1 Oral

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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