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Merck
CN

15870

布雷菲德菌素 A

≥99.0% (TLC), from Penicillium brefeldianum

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:
12352200
Beilstein/REAXYS Number:
25191
MDL number:
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biological source

Penicillium brefeldianum

assay

≥99.0% (TLC)

mp

200-205 °C

solubility

methanol: 10 mg/mL, clear, colorless to faintly yellow

mode of action

protein synthesis | interferes

storage temp.

2-8°C

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

InChI key

KQNZDYYTLMIZCT-KQPMLPITSA-N

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General description

Chemical structure: macrolide

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。
破坏高尔基体的结构和功能;鞘磷脂循环的激活剂。

Other Notes

Effects a rapid increase of Golgi cisternae volume and subsequent loss of recognizable Golgi apparatus in treated cells.

法规信息

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Maria Vono et al.
Cell reports, 28(7), 1773-1784 (2019-08-15)
Maternal antibodies (MatAbs) protect offspring from infections but limit their responses to vaccination. The mechanisms of this inhibition are still debated. Using murine early-life immunization models mimicking the condition prevailing in humans, we observed the induction of CD4-T, T follicular helper
T Fujiwara et al.
The Journal of biological chemistry, 263(34), 18545-18552 (1988-12-05)
The antiviral antibiotic brefeldin A (BFA) strongly inhibits the protein secretion in cultured rat hepatocytes (Misumi, Y., Misumi, Y., Miki, K., Takatsuki, A., Tamura, G., and Ikehara, Y. (1986) J. Biol. Chem. 261, 11398-11403). We have further examined the inhibitory
J Lippincott-Schwartz et al.
The Journal of cell biology, 112(4), 567-577 (1991-02-01)
Brefeldin A (BFA) causes rapid redistribution of Golgi proteins into the ER, leaving no definable Golgi apparatus, and blocks transport of proteins into post-Golgi compartments in the cell. In this study we follow the disassembly of the Golgi apparatus in
Takuya Yamamoto et al.
Journal of virology, 83(11), 5514-5524 (2009-03-20)
Rapid depletion of memory CD4(+) T cells and delayed induction of neutralizing antibody (NAb) responses are characteristics of human immunodeficiency virus (HIV) and simian immunodeficiency virus (SIV) infections. Although it was speculated that postinfection NAb induction could have only a
John A Zaia et al.
Biology of blood and marrow transplantation : journal of the American Society for Blood and Marrow Transplantation, 15(3), 315-325 (2009-02-11)
It has been shown that activating killer Ig-like receptor (aKIR) genes are important for control of cytomegalovirus (CMV) reactivation after hematopoietic cell transplantation (HCT). To date, using the broad classification of KIR haplotypes A and B, the precise role of

全球贸易项目编号

货号GTIN
335002-1G04061826738740

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