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Merck

V0627

Sigma-Aldrich

缬氨霉素

≥98% (TLC), ≥90% (HPLC)

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.77

品質等級

化驗

≥90% (HPLC)
≥98% (TLC)

形狀

powder

儲存條件

(Keep container tightly closed in a dry and well-ventilated place.)

顏色

white

溶解度

DMSO: ≥50 mg/mL
H2O: insoluble

抗生素活性譜

Gram-positive bacteria
parasites
viruses

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

化学结构:肽
缬氨霉素是一种环肽,含有d-缬氨酸、d-α-羟基缬氨酸、l-缬氨酸和l-乳酸,按环-[(l-Val-d-Hyv-d-Val-l-Lac)3]顺序排列。
Valinomycin, a nonribosomal peptide (NRP), is proposed to have a structure of a 24-membered cyclic peptide cyclo-(d-α-hydroxyisovaleryl-d-valyl-l-lactyl-l-valyl)2. It exhibits antitumor properties and plays a major role as a mitophagy activator. Initially isolated as an antibiotic compound, valinomycin has demonstrated antibacterial activity against Mycobacterium tuberculosis. Moreover, it has been identified as a potent antiviral agent against a wide spectrum of viruses, including human coronavirus, bunyavirus, enterovirus, and flavivirus.

應用

缬氨霉素已用于:
  • 平衡大肠杆菌B23菌株中5(和6-)-羧基荧光素琥珀酰酯(cFSE)的胞内pH和胞外pH
  • 作为离子载体平衡乳酸菌(LAB)菌株的细胞内pH值和细胞外pH值
  • 建立酸碱跃迁和K+-缬氨霉素扩散势形成所需的pH值

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。
缬氨霉素通过生物和合成膜选择性地转移碱金属离子。金属离子-肽络合物的形成有助于离子运输。缬氨霉素可与钾、铷和铯(K+、Rb+和Cs+)形成稳定的络合物。

包裝

10 MG、25 MG、100 MG、500 MG

其他說明

保存于密闭容器内,置于干燥通风处。

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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ZhangFei Su et al.
Langmuir : the ACS journal of surfaces and colloids, 35(51), 16935-16943 (2019-11-20)
Valinomycin, a cyclic peptide, was incorporated into a biomimetic lipid membrane tethered to the surface of a gold (111) electrode. Electrochemical impedance spectroscopy was used to study the ionophore properties of the peptide, and polarization modulation infrared reflection absorption spectroscopy
The effect of a fullerene water suspension on the growth, cell viability, and membrane integrity of Escherichia coli B23.
Aquino A, et al.
Journal of Experimental Microbiology and Immunology, 14, 13-20 (2010)
Sandeep K Barodia et al.
NPJ Parkinson's disease, 5, 29-29 (2019-12-17)
Loss-of-function mutations in PINK1 are causally linked to recessively inherited Parkinson's disease (PD), with marked loss of dopaminergic neurons in the substantia nigra that are required for normal movement. PINK1 is a nuclear-encoded mitochondrial-targeted kinase that phosphorylates a conserved serine
Jun-Ichi Kishikawa et al.
eLife, 9 (2020-07-09)
V-ATPase is an energy converting enzyme, coupling ATP hydrolysis/synthesis in the hydrophilic V1 domain, with proton flow through the Vo membrane domain, via rotation of the central rotor complex relative to the surrounding stator apparatus. Upon dissociation from the V1
Ko-Shing Chang et al.
Biosensors & bioelectronics, 31(1), 137-143 (2011-11-01)
A silicon nanowire field-effect transistor (SiNW-FET) coated with a polyvinyl chloride (PVC) membrane containing valinomycin (VAL) was employed as a biosensor (referred to as VAL-PVC/SiNW-FET) to detect the K(+)-efflux from live chromaffin cells. The detection sensitivity of K(+) with the

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