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Merck
CN
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文件

安全信息

94675

Sigma-Aldrich

缬氨霉素

≥99.0% (TLC)

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别名:
Cyclo(L-Val-D-HyIva-D-Val-L-Lac-)3: HyIva = α-Hydroxyisovaleric acid, Lac = Lactic acid
经验公式（希尔记法）:
C54H90N6O18
CAS号:
2001-95-8
分子量:
1111.32
Beilstein:
78657
EC 号:
217-896-6
MDL编号:
MFCD00005114
UNSPSC代码:
12352200
PubChem化学物质编号:
329770374
NACRES:
NA.32

质量水平

200

检测方案

≥99.0% (TLC)

形式

powder

mp

187-190 °C

抗生素抗菌谱

mycobacteria

作用机制

cell membrane | interferes

储存温度

2-8°C

SMILES字符串

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

InChI key

FCFNRCROJUBPLU-RPUZOQEISA-N

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相关类别

一般描述

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).

应用

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.

生化/生理作用

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。
Valinomycin affects the ion transport behavior of mitochondrial systems.

其他说明

Review

象形图

Skull and crossbones
GHS06

警示用语：

Danger

危险声明

H300 + H310

危险分类

Acute Tox. 1 Dermal - Acute Tox. 1 Oral

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

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

法规信息

监管及禁止进口产品

分析证书(COA)

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Topics in Current Chemistry, 128, 175-175 (1985)
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
Transmembrane voltage sensor
Membrane Science and Technology, 7, 847-886 (2003)
The molecular structure and some transport properties of valinomycin
Pinkerton M, et al.
Biochemical and Biophysical Research Communications, 35(4), 512-518 (1969)
Measurement of the Electrogenicity of Bile Salt/H+ Antiport in Escherichia coli
Holdsworth S R and Law C J
Molecular Microbiology (2014)
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