B5936
布雷菲德菌素 A
Ready Made Solution, from Penicillium brefeldianum, 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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关于此项目
经验公式（希尔记法）:
C16H24O4
化学文摘社编号:
分子量:
280.36
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
25191
产品名称
布雷菲德菌素 A, Ready Made Solution, from Penicillium brefeldianum, 10 mg/mL in DMSO
InChI key
KQNZDYYTLMIZCT-KQPMLPITSA-N
SMILES string
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
biological source
Penicillium brefeldianum
vapor pressure
0.56 hPa ( 20 °C)
form
ready-to-use solution
autoignition temp.
301 °C
concentration
10 mg/mL in DMSO
solubility
DMSO: 10 mg/mL
antibiotic activity spectrum
neoplastics
mode of action
cell membrane | interferes
shipped in
wet ice
storage temp.
2-8°C
Quality Level
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Application
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。
Biochem/physiol Actions
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。
Other Notes
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
存储类别
10 - Combustible liquids
wgk
WGK 2
flash_point_f
188.6 °F - closed cup
flash_point_c
87 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, multi-purpose combination respirator cartridge (US)
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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