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Merck

94675

Sigma-Aldrich

缬氨霉素

≥99.0% (TLC)

别名:

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

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About This Item

经验公式(希尔记法):
C54H90N6O18
CAS号:
分子量:
1111.32
Beilstein:
78657
EC號碼:
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.32

品質等級

化驗

≥99.0% (TLC)

形狀

powder

mp

187-190 °C

抗生素活性譜

mycobacteria

作用方式

cell membrane | interferes

儲存溫度

2-8°C

SMILES 字串

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 密鑰

FCFNRCROJUBPLU-RPUZOQEISA-N

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一般說明

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).

應用

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.

其他說明

Review

象形圖

Skull and crossbones

訊號詞

Danger

危險聲明

危險分類

Acute Tox. 1 Dermal - Acute Tox. 1 Oral

儲存類別代碼

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

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

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


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访问文档库

Topics in Current Chemistry, 128, 175-175 (1985)
Cytotoxicity assay for detection of cereulide produced by emetic Bacillus cereus
Frenzel E and Ehling-Schulz M
Molecular Microbiology (2012)
The molecular structure and some transport properties of valinomycin
Pinkerton M, et al.
Biochemical and Biophysical Research Communications, 35(4), 512-518 (1969)
Transmembrane voltage sensor
Membrane Science and Technology, 7, 847-886 (2003)
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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