676377

Valinomycin, Streptomyces fulvissimus

A cyclododecadepsi-peptide ionophore antibiotic.

• Synonym(s): Valinomycin, Streptomyces fulvissimus
• Empirical Formula (Hill Notation): C₅₄H₉₀N₆O₁₈
• CAS Number: 2001-95-8
• Molecular Weight: 1111.32
• MDL number: MFCD00005114
• UNSPSC Code: 12352200

Properties

• 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

Description

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

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H300 + H310
• pcodes: P262 - P264 - P280 - P301 + P310 - P302 + P352 + P310 - P361 + P364
• Hazard Classifications: Acute Tox. 1 Dermal - Acute Tox. 1 Oral
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable