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Merck
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주요 문서

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94675

Sigma-Aldrich

Valinomycin

≥99.0% (TLC)

동의어(들):

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

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모든 사진(1)

About This Item

실험식(Hill 표기법):
C54H90N6O18
CAS Number:
2001-95-8
Molecular Weight:
1111.32
Beilstein:
78657
EC Number:
217-896-6
MDL number:
MFCD00005114
UNSPSC 코드:
12352200
PubChem Substance ID:
329770374
NACRES:
NA.32

Quality Level

200

분석

≥99.0% (TLC)

형태

powder

mp

187-190 °C

항생제 활성 스펙트럼

mycobacteria

동작 모드

cell membrane | interferes

저장 온도

2-8°C

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

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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관련 카테고리

일반 설명

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).

애플리케이션

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.

생화학적/생리학적 작용

K+-selective ionophoric cyclodepsipeptide; potassium ionophore which uncouples oxidative phosphorylation, induces apoptosis in murine thymocytes, inhibits NGF-induced neuronal differentiation and antagonizes ET-induced vasoconstriction.
Valinomycin affects the ion transport behavior of mitochondrial systems.

기타 정보

Review

픽토그램

Skull and crossbones
GHS06

신호어

Danger

유해 및 위험 성명서

H300 + H310

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 1 Oral

Storage Class Code

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

개인 보호 장비

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

시험 성적서(COA)

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문서 라이브러리 방문

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
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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