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V3639

Sigma-Aldrich

Valinomycin

Ready Made Solution, ~1 mg/mL in DMSO

Synonyme(s) :

Cyclo(L-Val-D-HyIva-D-Val-L-Lac-)3: HyIva = α-Hydroxyisovaleric acid, Lac = Lactic acid

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About This Item

Formule empirique (notation de Hill):
C54H90N6O18
Numéro CAS:
2001-95-8
Poids moléculaire :
1111.32
Numéro Beilstein :
78657
Numéro MDL:
MFCD00005114
Code UNSPSC :
51102829
ID de substance PubChem :
24900743
Nomenclature NACRES :
NA.76

Source biologique

Streptomyces sp.

Niveau de qualité

200

Pureté

≥90% (HPLC)

Forme

liquid

Conditions de stockage

(Keep container tightly closed in a dry and well-ventilated place. Hydroscopic.)

Concentration

~1 mg/mL in DMSO

Couleur

colorless

Spectre d'activité de l'antibiotique

Gram-positive bacteria
parasites
viruses

Mode d’action

cell membrane | interferes

Conditions d'expédition

wet ice

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

FCFNRCROJUBPLU-RPUZOQEISA-N

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Catégories apparentées

Description générale

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.

Actions biochimiques/physiologiques

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.

Autres remarques

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

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

188.6 °F - closed cup

Point d'éclair (°C)

87 °C - closed cup

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Marcel H Tempelaars et al.
Applied and environmental microbiology, 77(8), 2755-2762 (2011-03-02)
Cereulide and valinomycin are highly similar cyclic dodecadepsipeptides with potassium ionophoric properties. Cereulide, produced by members of the Bacillus cereus group, is known mostly as emetic toxin, and no ecological function has been assigned. A comparative analysis of the antimicrobial
Katrin Feldbauer et al.
Proceedings of the National Academy of Sciences of the United States of America, 106(30), 12317-12322 (2009-07-11)
Since its discovery, the light-gated cation channel Channelrhodopsin-2 (ChR2) has proven to be a long-sought tool for the noninvasive, light-activated control of neural cells in culture and in living animals. Although ChR2 is widely used in neurobiological applications, little is
Ko-Shing Chang et al.
Biosensors & bioelectronics, 31(1), 137-143 (2011-11-01)
A silicon nanowire field-effect transistor (SiNW-FET) coated with a polyvinyl chloride (PVC) membrane containing valinomycin (VAL) was employed as a biosensor (referred to as VAL-PVC/SiNW-FET) to detect the K(+)-efflux from live chromaffin cells. The detection sensitivity of K(+) with the
Viktor K Jirsa et al.
Brain : a journal of neurology, 137(Pt 8), 2210-2230 (2014-06-13)
Seizures can occur spontaneously and in a recurrent manner, which defines epilepsy; or they can be induced in a normal brain under a variety of conditions in most neuronal networks and species from flies to humans. Such universality raises the
TianHua Zhang et al.
Biochimica et biophysica acta, 1838(10), 2425-2430 (2014-05-27)
Daptomycin is a lipopeptide antibiotic that is used clinically to treat severe infections caused by Gram-positive bacteria. Its bactericidal action involves the calcium-dependent binding to membranes containing phosphatidylglycerol, followed by the formation of membrane-associated oligomers. Bacterial cells exposed to daptomycin
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