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Merck
CN

94675

缬氨霉素

≥99.0% (TLC), K+ ionophore, powder

别名:

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

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关于此项目

经验公式（希尔记法）:
C54H90N6O18
化学文摘社编号:
2001-95-8
分子量:
1111.32
NACRES:
NA.32
PubChem Substance ID:
329770374
UNSPSC Code:
12352200
EC Number:
217-896-6
MDL number:
MFCD00005114
Beilstein/REAXYS Number:
78657

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产品名称

缬氨霉素, ≥99.0% (TLC)

InChI key

FCFNRCROJUBPLU-RPUZOQEISA-N

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

SMILES string

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

assay

≥99.0% (TLC)

form

powder

mp

187-190 °C

antibiotic activity spectrum

mycobacteria

mode of action

cell membrane | interferes

storage temp.

2-8°C

Quality Level

200

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相关类别

Biochem/physiol Actions

K+选择性离子载体环羧酚酸肽；钾离子载体，其可解偶联氧化磷酸化、诱导鼠胸腺细胞凋亡、抑制NGF诱导的神经元分化、并拮抗ET诱导的血管收缩。
K+选择性离子载体，其可解耦氧化磷酸化作用。
Valinomycin affects the ion transport behavior of mitochondrial systems.

Application

Valinomycin has been used as an internal standard in the cytotoxicity assay for the detection of cereulide produced by emetic Bacillus cereus. It has also been used in the measurement of the electrogenicity of bile salt/H+ antiport in Escherichia coli.

General description

Chemical structure: peptide
Valinomycin is a neutral cyclic dodecadepsi-peptide antibiotic, that has a 36-member ring.Valinomycin consists of twelve stereogenic centers that are made of three repeating sequences of a tetramer of D-α-hydroxyisovalericacid-D-valine-L-lactate-L-valine. It shows antibacterial, antitumor, antifungal, antiviral, and insecticidal properties. Valinomycin exerts its antiviral activity against human coronavirus OC43 (HCoV-OC43), severe acute respiratory syndrome coronavirus (SARS-CoV), and middle-east respiratory syndrome coronavirus (MERS-CoV).

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 1 Oral

存储类别

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

法规信息

涉药品监管产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000490217
0000490217
0000490218
0000490218
0000497034

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Topics in Current Chemistry, 128, 175-175 (1985)
Transmembrane voltage sensor
Membrane Science and Technology, 7, 847-886 (2003)
Dong Zhang et al.
Biomedical journal, 43(5), 414-423 (2020-10-06)
Human coronaviruses (HCoVs), including severe acute respiratory syndrome coronavirus (SARS-CoV), Middle East respiratory syndrome coronavirus (MERS-CoV), and severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2), have been resulting in global epidemics with heavy morbidity and mortality. Unfortunately, there are currently no
Measurement of the Electrogenicity of Bile Salt/H+ Antiport in Escherichia coli
Holdsworth S R and Law C J
Molecular Microbiology (2014)
Cytotoxicity assay for detection of cereulide produced by emetic Bacillus cereus
Frenzel E and Ehling-Schulz M
Molecular Microbiology (2012)
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