L5163
红海海绵素A
From sea sponge, ≥85% (HPLC), Inhibitor of actin assembly and polymerization, waxy solid
别名:
LAT-A, [1R-[1R*, 4Z, 8E, 10Z, 12S*, 15R*, 17R*(R*)]]-4-(17-羟基-5,12-二甲基-3-氧代-2,16-二氧杂双环[13.3.1]十九碳-4,8,10-三烯-17-基）-2-噻唑烷酮
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关于此项目
经验公式（希尔记法）:
C22H31NO5S
化学文摘社编号:
分子量:
421.55
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
产品名称
红海海绵素A, from sea sponge, ≥85% (HPLC), waxy solid
SMILES string
C[C@H]1CC[C@@H]2C[C@H](C[C@@](O)(O2)[C@@H]3CSC(=O)N3)OC(=O)C=C(C)CC\C=C\C=C1
InChI
1S/C22H31NO5S/c1-15-7-5-3-4-6-8-16(2)11-20(24)27-18-12-17(10-9-15)28-22(26,13-18)19-14-29-21(25)23-19/h3-5,7,11,15,17-19,26H,6,8-10,12-14H2,1-2H3,(H,23,25)/b4-3+,7-5-,16-11-/t15-,17-,18-,19+,22-/m1/s1
InChI key
DDVBPZROPPMBLW-IZGXTMSKSA-N
biological source
sea sponge
assay
≥85% (HPLC)
form
waxy solid
mol wt
421.6
solubility
DMSO: soluble, ethanol: soluble
storage temp.
−20°C
Quality Level
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General description
红海海绵素A是一种从红海海绵 Latrunculia magnifica中分离得到的毒素。它在 体外 参与纯肌动蛋白聚合的形态学改变。它通过与肌动蛋白的核苷酸裂缝结合而形成复合物，使肌动蛋白纤维伸长。
Application
红海海绵素A已被用作A549细胞的培养基补充剂，确定了A549人肺癌细胞中CAV9的内化机制。
Biochem/physiol Actions
红海海绵素A通过不同于细胞松弛素的机制抑制肌动蛋白聚合。红海海绵素A破坏了微丝介导的过程。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Zhanghan Wu et al.
Nature communications, 9(1), 136-136 (2018-01-13)
Immune cells exhibit stimulation-dependent traveling waves in the cortex, much faster than typical cortical actin waves. These waves reflect rhythmic assembly of both actin machinery and peripheral membrane proteins such as F-BAR domain-containing proteins. Combining theory and experiments, we develop
E G Yarmola et al.
The Journal of biological chemistry, 275(36), 28120-28127 (2000-06-22)
Latrunculin A is used extensively as an agent to sequester monomeric actin in living cells. We hypothesize that additional activities of latrunculin A may be important for its biological activity. Our data are consistent with the formation of a 1:1
Peter J Wen et al.
Nature communications, 7, 12604-12604 (2016-09-01)
Vesicle fusion is executed via formation of an Ω-shaped structure (Ω-profile), followed by closure (kiss-and-run) or merging of the Ω-profile into the plasma membrane (full fusion). Although Ω-profile closure limits release but recycles vesicles economically, Ω-profile merging facilitates release but
M Coué et al.
FEBS letters, 213(2), 316-318 (1987-03-23)
Latrunculin A, a toxin purified from the red sea sponge Latrunculia magnifica, was found previously to induce striking reversible changes in the morphology of mammalian cells in culture and to disrupt the organization of their microfilaments. We now provide evidence
Maureen Möckel et al.
Journal of virology, 93(16) (2019-05-31)
Dynamin GTPases, best known for their role in membrane fission of endocytic vesicles, provide a target for viruses to be exploited during endocytic uptake. Recently, we found that entry of herpes simplex virus 1 (HSV-1) into skin cells depends on
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