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Merck
CN

P4368

粉蝶霉素A 来源于微生物源

>95% (HPLC), DMSO solution

别名:

2,6,9,11-邻苯二酚-4-醇,13-(4-羟基-5,6-二甲氧基-3-甲基-2-吡啶基)-3,5,7,11-四甲基-(all-E)-(4R,5R), 4-吡啶醇,2-(10-羟基-3,7,9,11-四甲基-2,5,7,11-三苯邻二甲苯基)-5,6-二甲氧基- [R-[R*,R*-(all-E)]]-3-甲基-, SN 198E, Shaoguamycin B, 粉蝶霉素A1

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关于此项目

经验公式(希尔记法):
C25H37NO4
化学文摘社编号:
分子量:
415.57
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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Quality Level

assay

>95% (HPLC)

form

DMSO solution

shipped in

wet ice

storage temp.

2-8°C

SMILES string

COc1nc(C\C=C(/C)C\C=C\C(C)=C\[C@@H](C)[C@@H](O)\C(C)=C\C)c(C)c(O)c1OC

InChI

1S/C25H37NO4/c1-9-18(4)22(27)19(5)15-17(3)12-10-11-16(2)13-14-21-20(6)23(28)24(29-7)25(26-21)30-8/h9-10,12-13,15,19,22,27H,11,14H2,1-8H3,(H,26,28)/b12-10+,16-13+,17-15+,18-9+/t19-,22+/m1/s1

InChI key

BBLGCDSLCDDALX-LKGBESRRSA-N

Biochem/physiol Actions

杀粉蝶菌素A(PA),是 茂源链霉菌 的杀虫代谢物,其是潜在的群体感应抑制剂(QSI),可以破坏胡萝卜欧文氏菌 亚种 atroseptica (Eca)的毒力基因的表达。因此,它可用作马铃薯块茎上软腐病的防治剂。
杀粉蝶菌素A是线粒体和细菌I型NADH-泛醌氧化还原酶(复合物I)的有效抑制剂。它被认为能与酶的泛醌结合位点结合。杀粉蝶菌素A使复合物I失活可完全阻止NADH内源性泛醌还原酶反应中NADH诱导的质子移位。
线粒体和细菌I型NADH-泛醌氧化还原酶(复合体I)的有效抑制剂。

存储类别

10 - Combustible liquids

wgk

WGK 1

flash_point_f

185.0 °F - closed cup

flash_point_c

85 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Structure of piericidin A
Takahashi N, et al.
Journal of the American Chemical Society, 87(9), 2066-2068 (1965)
J Fang et al.
European journal of biochemistry, 268(10), 3075-3082 (2001-05-19)
Additional characterization of complex I, rotenone-sensitive NADH:ubiquinone oxidoreductase, in the mitochondria of Trypanosoma brucei brucei has been obtained. Both proline:cytochrome c reductase and NADH:ubiquinone oxidoreductase of procyclic T. brucei were inhibited by the specific inhibitors of complex I rotenone, piericidin
J G Okun et al.
The Journal of biological chemistry, 274(5), 2625-2630 (1999-01-23)
We have developed two independent methods to measure equilibrium binding of inhibitors to membrane-bound and partially purified NADH:ubiquinone oxidoreductase (complex I) to characterize the binding sites for the great variety of hydrophobic compounds acting on this large and complicated enzyme.
Romana Fato et al.
Biochimica et biophysica acta, 1787(5), 384-392 (2008-12-09)
We have investigated the production of reactive oxygen species (ROS) by Complex I in isolated open bovine heart submitochondrial membrane fragments during forward electron transfer in presence of NADH, by means of the probe 2',7'-Dichlorodihydrofluorescein diacetate. ROS production by Complex
Nobuhiro Ikezawa et al.
Bioscience, biotechnology, and biochemistry, 66(9), 1925-1929 (2002-10-29)
The effects of several respiration inhibitors on photosystem II (PS II) were investigated. Among the agents tested, piericidin A and thenoyltrifluoroacetone (TTFA) inhibited the photosynthetic electron transport of spinach as measured from chlorophyll (Chl) fluorescence parameters (Fm'-F)/Fm' and Fv/Fm. Using

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