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VALINOMYCIN

Product Name
VALINOMYCIN
CAS No.
2001-95-8
Chemical Name
VALINOMYCIN
Synonyms
valinomicin;nsc122023;valamycin;-valyl)[qr];VALINOMYCIN;nsc122023[qr];valinomicin[qr];VALINOMYCIN 99%;Valinomycin,90%;Valinomycin,96%
CBNumber
CB7199194
Molecular Formula
C54H90N6O18
Formula Weight
1111.32
MOL File
2001-95-8.mol
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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
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.
EPA Substance Registry System
Valinomycin (2001-95-8)
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Safety

Hazard Codes 
Xn,T,T+,Xi
Risk Statements 
27/28-36/37/38-21/22
Safety Statements 
36-45-36/37-28-37/39-26
RIDADR 
UN 2811 6.1/PG 1
WGK Germany 
3
RTECS 
YV9468000
10-18-21
TSCA 
Yes
HazardClass 
6.1(a)
PackingGroup 
I
HS Code 
29419090
Hazardous Substances Data
2001-95-8(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Precautionary statements

P262Do not get in eyes, on skin, or on clothing.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
60403
Product name
Potassium ionophore I
Purity
Selectophore
Packaging
100mg
Price
$495
Updated
2024/03/01
Sigma-Aldrich
Product number
676377
Product name
Valinomycin
Purity
A cyclododecadepsi-peptide ionophore antibiotic.
Packaging
25mg
Price
$117
Updated
2022/05/15
Alfa Aesar
Product number
J62312
Product name
Valinomycin, 90+%
Packaging
100mg
Price
$290
Updated
2024/03/01
Alfa Aesar
Product number
J67410
Product name
Valinomycin, 10 mg/ml in DMSO
Purity
sterile-filtered
Packaging
1ml
Price
$63.4
Updated
2021/12/16
Cayman Chemical
Product number
10009152
Product name
Valinomycin
Purity
≥95%
Packaging
5mg
Price
$25
Updated
2024/03/01
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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

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 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.

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

Insecticide, nematocide, Patterson, Wright, US 3520973 (1970 to Am. Cyanamid).

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

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VALINOMYCIN Suppliers

Zhejiang Zhulong Biotechnology Co.,Ltd
Tel
15868114325
Email
panybmail@163.com
Country
China
ProdList
8
Advantage
58
Tianjin heowns Biochemical Technology Co., Ltd.
Tel
400-638-7771 18920564737
Email
sales@heowns.com
Country
China
ProdList
22872
Advantage
60
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
Beijing HwrkChemical Technology Co., Ltd
Tel
010-89508211 18501085097
Fax
010-89508210
Email
sales.bj@hwrkchemical.com
Country
China
ProdList
8418
Advantage
55
Chemsky (shanghai) International Co.,Ltd
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
15402
Advantage
60
Sichuan Kulinan Technology Co., Ltd
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11707
Advantage
57
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9815
Advantage
79
Hunan Hui Bai Shi Biotechnology Co., Ltd.
Tel
0731-85526065 13308475853
Email
ivy@hnhbsj.com
Country
China
ProdList
4554
Advantage
62
Spectrum Chemical Manufacturing Corp.
Tel
021-021-021-67601398-809-809-809 15221380277
Fax
021-57711696
Email
marketing_china@spectrumchemical.com
Country
China
ProdList
9658
Advantage
60
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View Lastest Price from VALINOMYCIN manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
VALINOMYCIN 2001-95-8
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10 mt
Release date
2024-11-20
Zhejiang Zhulong Biotechnology Co.,Ltd
Product
valinomycin 2001-95-8
Price
US $0.00-0.00/g
Min. Order
0.5g
Purity
98.9 TLC; 95.8 HPLC
Supply Ability
2kg
Release date
2024-08-07
Hebei Mojin Biotechnology Co., Ltd
Product
VALINOMYCIN 2001-95-8
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-30

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