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Merck

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號碼:
分類程式碼代碼:
51102829
PubChem物質ID:
NACRES:
NA.85

生物源

Penicillium brefeldianum

品質等級

蒸汽壓力

0.56 hPa ( 20 °C)

形狀

solution

自燃溫度

301 °C

濃度

10 mg/mL in DMSO

溶解度

DMSO: 10 mg/mL

抗生素活性譜

neoplastics

作用方式

cell membrane | interferes

運輸包裝

wet ice

儲存溫度

2-8°C

SMILES 字串

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 密鑰

KQNZDYYTLMIZCT-KQPMLPITSA-N

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應用

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。

其他說明

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

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 2

閃點(°F)

188.6 °F - closed cup

閃點(°C)

87 °C - closed cup

個人防護裝備

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


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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
Antiviral activity of brefeldin A and verrucarin A.
G Tamura et al.
The Journal of antibiotics, 21(2), 160-161 (1968-02-01)
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
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
Laura Jeanbart et al.
Cancer immunology research, 2(5), 436-447 (2014-05-06)
The sentinel or tumor-draining lymph node (tdLN) serves as a metastatic niche for many solid tumors and is altered via tumor-derived factors that support tumor progression and metastasis. tdLNs are often removed surgically, and therapeutic vaccines against tumor antigens are

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