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VALINOMYCIN

VALINOMYCIN Structure
VALINOMYCIN
  • CAS No.2001-95-8
  • Chemical Name:VALINOMYCIN
  • CBNumber:CB7199194
  • Molecular Formula:C54H90N6O18
  • Formula Weight:1111.32
  • MOL File:2001-95-8.mol
VALINOMYCIN Property
  • Melting point 187-190 °C
  • alpha D20 +31.0° (c = 1.6 in benzene)
  • Boiling point 821.74°C (rough estimate)
  • Density 1.060
  • refractive index 1.6400 (estimate)
  • Flash point 87℃
  • storage temp. 2-8°C
  • solubility DMSO: ≥10 mg/mL
  • form solid
  • pka 11.32±0.70(Predicted)
  • color white
  • optical activity [α]20/D +32±2°, c = 1.6% in benzene
  • biological source Streptomyces sp.
  • Water Solubility Soluble in DMSO at 10mg/ml. Insoluble in water
  • Merck 13,9976
  • BRN 78657
  • Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
  • EWG's Food Scores 1
  • FDA UNII N561YS75MN
  • EPA Substance Registry System Valinomycin (2001-95-8)
  • UNSPSC Code 51102829
  • NACRES NA.76
Safety
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordDanger
  • Hazard statements H300+H310
  • Precautionary statements P262-P280-P301+P310+P330-P302+P352+P310
VALINOMYCIN Price More Price(11)
  • Brand: Sigma-Aldrich(India)
  • Product number: V0627
  • Product name : Valinomycin
  • Purity: ≥98% (TLC), ≥90% (HPLC)
  • Packaging: 10MG
  • Price: ₹9157.95
  • Updated: 2022/06/14
  • Buy: Buy
  • Brand: Sigma-Aldrich(India)
  • Product number: V0627
  • Product name : Valinomycin
  • Purity: ≥98% (TLC), ≥90% (HPLC)
  • Packaging: 25MG
  • Price: ₹16107.6
  • Updated: 2022/06/14
  • Buy: Buy
  • Brand: Sigma-Aldrich(India)
  • Product number: V0627
  • Product name : Valinomycin
  • Purity: ≥98% (TLC), ≥90% (HPLC)
  • Packaging: 100MG
  • Price: ₹40994.28
  • Updated: 2022/06/14
  • Buy: Buy
  • Brand: Sigma-Aldrich(India)
  • Product number: V3639
  • Product name : Valinomycin
  • Purity: Ready Made Solution, ~1?mg/mL in DMSO
  • Packaging: 5ML
  • Price: ₹10267.6
  • Updated: 2022/06/14
  • Buy: Buy
  • Brand: Sigma-Aldrich(India)
  • Product number: V0627
  • Product name : Valinomycin
  • Purity: ≥98% (TLC), ≥90% (HPLC)
  • Packaging: 500MG
  • Price: ₹192988.1
  • Updated: 2022/06/14
  • Buy: Buy

VALINOMYCIN Chemical Properties,Usage,Production

  • Description Valinomycin (2001-95-8) is a selective K+ ionophore capable of transporting potassium ions through lipid membranes.1 Valinomycin can induce apoptosis in cells by causing a rapid loss of mitochondrial membrane potential via potassium efflux.2,3
  • Chemical Properties white crystalline powder
  • Uses antibiotic; LD50 (rat, po) 4 mg/kg
  • Uses Insecticide, nematocide, Patterson, Wright, US 3520973 (1970 to Am. Cyanamid).
  • Uses K+-selective ionophoric cyclodepsipeptide; potassium ionophore which uncouples oxidative phosphorylation, induces apoptosis in murine thymocytes, inhibits NGF-induced neuronal differentiation and anta gonizes ET-induced vasoconstriction. Used as insecticide, nematocide.
  • Uses Valinomycin is a hydrophobic cyclodepsipeptide with potent antitumor activity. Valinomycin is a highly selective potassium ionophore and this action leads to a diverse range of profound cell membrane effects. More recently, valinomycin has found application as a biosensor to detect to detect potassium efflux.
  • Uses Valinomycin is a hydrophobic cyclodepsipeptide with potent antitumour activity. Valinomycin is a highly selective potassium ionophore and this action leads to a diverse range of profound cell membrane effects. More recently, valinomycin has found application as a biosensor to detect to detect potassium efflux.
  • Definition ChEBI: Valinomycin is a twelve-membered cyclodepsipeptide composed of three repeating D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl units joined in sequence. An antibiotic found in several Streptomyces strains. It has a role as an antiviral agent, an antimicrobial agent, a potassium ionophore and a bacterial metabolite. It is a cyclodepsipeptide and a macrocycle.
  • General Description Shiny crystalline solid. Used as an insecticide and nematocide. Not registered as a pesticide in the U.S.
  • Reactivity Profile VALINOMYCIN is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).
  • Health Hazard VALINOMYCIN is highly toxic orally.
  • Fire Hazard When heated to decomposition, VALINOMYCIN emits toxic fumes of nitrogen oxides.
  • Biological Activity Selective K + ionophore (K 0.5 values are 48, 73, 75, 93 and 246 mM for K + , Rb + , Cs + , Na + and Li + respectively) that transports K + across biological and artificial lipid membranes. Inhibits Ca 2+ -ATPase activity and induces apoptosis through mitochondrial membrane depolarization, caspase-3 activation and phosphatidylserine translocation in vitro .
  • Biochem/physiol Actions Valinomycin affects the ion transport behavior of mitochondrial systems.
  • in vitro valinomycin caused substantial cho cells death within 12 h of treatment. several apoptotic events were identified in valinomycin-treated cho cells, including caspase-3 activation, phosphatidylserine (ps) membrane translocation, and mitochondrial membrane depolarization during the first few hours of treatment. k+ efflux was reduced by elevating extracellular k+ concentrations [2].
  • in vivo valinomycin is irritant in the case of eye and skin contact. inhalation of valinomycin can cause breathing disturbances and even loss of conscious. lethal doses (ld50) for mouse and rabbit is 2.5 mg/kg and 5 mg/kg respectively. valinomycin also shows to provoke lots of chronic effects, including damage of the central and peripheral nervous system, eyes, lens and cornea [1].
  • storage Store at -20°C
  • Purification Methods Recrystallise valinomycin from dibutyl ether or Et2O. It is dimorphic: modification A crystallises from n-octane, and modification B crystallises from EtOH/H2O. It is soluble in pet ether, CHCl3, AcOH, BuOAc and Me2CO. [Smith et al. J Am Chem Soc 97 7242 1975, UV, IR and NMR see Brocknmann & Schmidt-Kastner Chem Ber 88 57 1955, Beilstein 27 I 9728. 17 IV 9728.]
  • References 1) Pressman, (1976) Biological applications of ionophores; Annu. Rev. Biochem., 45 501 2) Furlong et al., (1998) Induction of apoptosis by valinomycin: mitochondrial permeability transition causes intracellular acidification; Cell Death Diff., 5 214 3) Inai et al. (1997) Valinomycin induces apoptosis of ascites hepatoma cells (AH-130) in relation to mitochondrial membrane potential; Cell Struc. Funct., 22 555
VALINOMYCIN Preparation Products And Raw materials
Raw materials
Preparation Products
VALINOMYCIN Suppliers
Global(230)Suppliers
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VALINOMYCIN Spectrum
2001-95-8, VALINOMYCINRelated Search:
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  • 生物化学
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  • 多肽
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  • 化学试剂
  • 抗生素及抗病毒
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  • 抗生素、生物碱
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  • Antibiotics T-Z
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  • Analytical Chromatography Product Catalog
  • BioChemical
  • C54H90N6O18
  • 缬氨霉素,10 MM DMSO 溶液
  • VALINOMYCIN FROM STREPTOMYCES FULVISSIMUS,K+ SELECTIVE IONOPHORE
  • 缬氨霉素VALINOMYCIN凡林霉素90%
  • (3R,6R,9S,12S,15R,18R,21S,24S,27R,30R,33S,36S)-3,6,9,15,18,21,27,30,33-NONAISOPROPYL-12,24,36-TRIMETHYL-1,7,13,19,25,31-HEXAOXA-4,10,16,22,28,34-HEXAAZACYCLOHEXATRIACONTANE-2,5,8,11,14,17,20,23,26,29,32,35-DODECAONE
  • 环(D-Α-羟基异戊基-D-戊基-L-乳基-L-戊基-D-Α-羟基异戊基-D-戊基-L-乳酰基-L-戊基-D-Α-羟基异戊基-D-戊基-L- 乳酰基-L-戊酰基)
  • 缬氨酸霉素
  • 缬氨霉素,来源于链霉菌
  • 缬氨霉素, 来源于极暗黄链霉菌
  • 缬氨霉素/凡林霉素
  • 缬氨霉素, ≥98%(TLC),≥95%(HPLC),SOLID
  • 缬氨霉素 ,90%
  • 凡林霉素
  • (+)-缬氨霉素
  • 钾离子载体 I
  • 氨基霉素
  • 缬氨霉素(+4℃)
  • 缬氨霉素
  • 2001-95-8
  • Valinomycin, <i>Streptomyces fulvissimus</i>
  • Valinomycin, 10 mM in DMSO
  • Valinomycin from Streptomyces fulvissimus, K+ selective ionophore
  • (3S,6S,9R,12R,15S,18S,21R,24R,27S,30S,33R,36R)-6,18,30-trimethyl-3,9,12,15,21,24,27,33,36-nonakis(propan-2-yl)-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexaazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone
  • valamycin
  • valinomicin
  • Valinomycin (NSC-122023)
  • VALINOMYCIN USP/EP/BP
  • Valinomycin, 97%, from Streptomyces fulvissimus
  • Valinomycin, Streptomyces fulvissimus - CAS 2001-95-8 - Calbiochem
  • Valinomycin, ≥98%(TLC),≥95%(HPLC),solid
  • VALINOMYCIN,CRYSTAL
  • 3,6,9,15,18,21,27,30,33-Nonaisopropyl-12,24,36-triMethyl-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexaazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone
  • 1Cyclo(D-α-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-α- hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-α-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl)
  • Valinomycin,Cyclo(L-Val-D-HyIva-D-Val-L-Lac-)3: HyIva = α-Hydroxyisovaleric acid, Lac = Lactic acid

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