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Merck
CN

B5936

Sigma-Aldrich

布雷菲德菌素 A

from Penicillium brefeldianum, Ready Made Solution, 10 mg/mL in DMSO

别名:

γ,4-二羟基-2-(6-羟基-1-庚烯基)-4-环戊烯丁烯酸λ-内酯, Ascotoxin, BFA, 布雷菲德菌素 A, 烟碱

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About This Item

经验公式(希尔记法):
C16H24O4
CAS号:
分子量:
280.36
Beilstein:
25191
MDL编号:
UNSPSC代码:
51102829
PubChem化学物质编号:
NACRES:
NA.85

生物来源

Penicillium brefeldianum

质量水平

蒸汽压

0.56 hPa ( 20 °C)

表单

solution

自燃温度

301 °C

浓度

10 mg/mL in DMSO

溶解性

DMSO: 10 mg/mL

抗生素抗菌谱

neoplastics

作用机制

cell membrane | interferes

运输

wet ice

储存温度

2-8°C

SMILES字符串

C[C@H]1CCC\C=C\[C@@H]2C[C@H](O)C[C@H]2[C@H](O)\C=C\C(=O)O1

InChI

1S/C16H24O4/c1-11-5-3-2-4-6-12-9-13(17)10-14(12)15(18)7-8-16(19)20-11/h4,6-8,11-15,17-18H,2-3,5,9-10H2,1H3/b6-4+,8-7+/t11-,12+,13-,14+,15+/m0/s1

InChI key

KQNZDYYTLMIZCT-KQPMLPITSA-N

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应用

布雷正青霉菌产生的布雷菲德菌素A可用于研究高尔基复合体与细胞表面之间的蛋白和脂质转运。

生化/生理作用

布雷菲德菌素A(BFA)是一种会破坏高尔基体的结构和功能的真菌代谢产物。BFA是鞘磷脂循环的一种激活剂。已在人类肿瘤细胞中观察到了布雷菲德菌素A介导的细胞凋亡。
布雷菲德菌素A(BFA)是一种真菌代谢产物,可通过抑制蛋白质从ER到高尔基体的转运并诱导蛋白从高尔基体到内质网的逆行转运来破坏高尔基体的结构和功能。BFA抑制鞘磷脂向哺乳动物细胞表面的转运。BFA的酯衍生物表现出抗癌特性。
破坏高尔基体的结构和功能;鞘磷脂循环的激活剂。

其他说明

保存于密封容器内,置于干燥通风处。在惰性气体下储存。吸湿性。储存类别(TRGS 510):可燃液体

储存分类代码

10 - Combustible liquids

WGK

WGK 2

闪点(°F)

188.6 °F - closed cup

闪点(°C)

87 °C - closed cup

个人防护装备

Eyeshields, Faceshields, Gloves, multi-purpose combination respirator cartridge (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Antiviral activity of brefeldin A and verrucarin A.
G Tamura et al.
The Journal of antibiotics, 21(2), 160-161 (1968-02-01)
A van Helvoort et al.
Journal of cell science, 110 ( Pt 1), 75-83 (1997-01-01)
Sphingomyelin is a major lipid of the mammalian cell surface. The view that sphingomyelin, after synthesis in the Golgi lumen, reaches the outer leaflet of the plasma membrane on the inside of carrier vesicles has been challenged by inconsistencies in
Marco Lepore et al.
Nature communications, 5, 3866-3866 (2014-05-17)
Mucosal-associated invariant T (MAIT) cells are abundant in humans and recognize conserved bacterial antigens derived from riboflavin precursors, presented by the non-polymorphic MHC class I-like molecule MR1. Here we show that human MAIT cells are remarkably oligoclonal in both the
Nwanne O Anadu et al.
Journal of medicinal chemistry, 49(13), 3897-3905 (2006-06-23)
Ester derivatives of brefeldin A (BFA) were synthesized to determine which of its two hydroxyl groups could be modified while still maintaining biological activity. The compounds were tested for antiproliferative activity in the National Cancer Institute's 60 cancer cell line
Jan H Reiling et al.
Nature cell biology, 15(12), 1473-1485 (2013-11-05)
Treatment of cells with brefeldin A (BFA) blocks secretory vesicle transport and causes a collapse of the Golgi apparatus. To gain more insight into the cellular mechanisms mediating BFA toxicity, we conducted a genome-wide haploid genetic screen that led to

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