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碳酰氰 4-(三氟甲氧基)苯腙（FCCP）

强大的线粒体氧化磷酸化解偶联剂
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C169970-10mg
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Metabolic Enzyme/Protease (4888) Mitochondrial Metabolism (118) 三氟甲氧基化合物 (76) 元素分类的化合物 (2087)
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基本描述

别名 羰基氰化物 4-(三氟甲氧基)苯腙 | 羰基氰对三氟甲氧基苯腙 | 羰基氰基4-(三氟甲氧基)苯腙 | [4-(三氟甲氧基)苯基]羰基亚肼基二氰化物 | [4-(三氟甲氧基)苯基亚肼基]丙二腈
英文别名 Mesoxalonitrile, (p-(trifluoromethoxy)phenyl)hydrazone | SR-01000645014-2 | [4-(Trifluoromethoxy)phenylhydrazono]malononitrile | Carbonyl cyanide, 4-(trifluoromethoxy)phenylhydrazone | AKOS004121079 | C74911 | Carbonyl cyanide 4-trifluoromethoxyphenylhydr
规格或纯度 Moligand™, ≥98%(TLC)
英文名称 Carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazone（FCCP）
生化机理 强大的线粒体氧化磷酸化解偶联剂（IC 50 = 20 nM）。通过跨线粒体内膜运输质子来破坏ATP的合成。使线粒体膜电位去极化。
储存温度 -20°C储存
运输条件 超低温冰袋运输
备注 如果有可能，您尽量在使用的当天配置溶液，并在当天使用完它。但是，如果您需要预先配制储备溶液，我们建议您将溶液等份保存在-20°C的密封小瓶中。通常，它们最多可以使用一个月。在使用前和打开样品瓶之前，我们建议您让您的产品在室温下平衡至少1小时。有毒，请参阅SDS以获取更多信息。需要更多关于溶解度，用法和处理的建议吗？请访问我们的常见问题（FAQ）页面以获取更多详细信息。
产品介绍

FCCP是一种质子载体（H+ 离子载体），也是线粒体氧化磷酸化的解偶联剂。它能够促使质膜和线粒体膜去极化。FCCP可影响细胞钙离子参与的各种活动。它还能抑制K+ 背景电流和诱导小量内向电流，降低0.1单位的pH，以及诱导胞内[Na+]升高。FCCP能刺激Mg2+-ATP酶活性，抑制β-淀粉样蛋白生成，以及模拟选择性谷氨酸激动剂N-甲基-D-天冬氨酸(NMDA)对线粒体超氧化物产生的影响。
应用
碳酰腈4-三氟甲氧基苯腙(FCCP)可作为细胞培养的解偶联剂：用于研究其对产热脂肪细胞的影响，用于研究其对小鼠线粒体β-氧化的作用，用于研究其对小鼠骨髓来源树突状细胞的代谢影响。

FCCP is a protonophore (H+ ionophore) and uncoupler of oxidative phosphorylation in mitochondria. It is capable of depolarizing plasma and mitochondrial membranes. FCCP has been shown to have several effects on cellular calcium. It is also reported to inhibit a background K+ current and induce a small inward current, reduce pH by 0.1 unit, and induce a rise of intracellular [Na+]. FCCP stimulates Mg2+-ATPase activity, inhibits β-amyloid production, and mimics the effect of selective glutamate agonist N-methyl-D-aspartate (NMDA) on mitochondrial superoxide production.

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ALOX15B Tchem Arachidonate 15-lipoxygenase, type II (7244 活性数据)
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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 活性数据)
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ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 活性数据)
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CYP3A4 Tclin Cytochrome P450 3A4 (53859 活性数据)
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TP53 Tchem Cellular tumor antigen p53 (48468 活性数据)
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TRAP1 Tchem Heat shock protein 75 kDa, mitochondrial (274 活性数据)
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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 活性数据)
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作用机制

作用机制 Action Type target ID Target Name Target Type Target Organism Binding Site Name 参考文献

名称和识别符

PubChem SID 504750658
分子类型 小分子
IUPAC Name 2-[[4-(trifluoromethoxy)phenyl]hydrazinylidene]propanedinitrile
INCHI InChI=1S/C10H5F3N4O/c11-10(12,13)18-9-3-1-7(2-4-9)16-17-8(5-14)6-15/h1-4,16H
InChi Key BMZRVOVNUMQTIN-UHFFFAOYSA-N
Canonical SMILES C1=CC(=CC=C1NN=C(C#N)C#N)OC(F)(F)F
Isomeric SMILES C1=CC(=CC=C1NN=C(C#N)C#N)OC(F)(F)F
WGK Germany 3
RTECS FG5775000
PubChem CID 3330
分子量 254.17
Beilstein号 664446

化学和物理性质

溶解性 95% ethanol: soluble
熔点 156 °C(dec.)
分子量 254.170 g/mol
XLogP3 3.700
氢键供体数Hydrogen Bond Donor Count 1
氢键受体数Hydrogen Bond Acceptor Count 8
可旋转键计数Rotatable Bond Count 3
精确质量Exact Mass 254.042 Da
单同位素质量Monoisotopic Mass 254.042 Da
拓扑极表面积Topological Polar Surface Area 81.200 Ų
重原子数Heavy Atom Count 18
形式电荷Formal Charge 0
复杂度Complexity 388.000
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 0
未定义的原子立体中心计数Undefined Atom Stereocenter Count 0
定义的键立体中心计数Defined Bond Stereocenter Count 0
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 0
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性（GHS）

象形图 GHS06,   GHS07
信号词 Danger
危险声明

H301: 吞咽会中毒

H413: 可能对水生生物造成长期的有害影响

H317: 可能引起皮肤过敏反应
预防措施声明

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

P273: 避免释放到环境中。

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P302+P352: 如皮肤沾染：用水充分清洗。

P321: 特殊处理（请参阅此标签上的...）。

P405: 密闭存放

P501: 将内容物/容器处理到。。。

P264: 处理后要彻底洗手。

P270: 使用本产品时，请勿进食、饮水或吸烟。

P272: 被污染的工作服不允许离开工作场所

P333+P313: 如发生皮肤刺激或皮疹：求医/就诊。

P362+P364: 脱掉沾污的衣服，清洗后方可重新使用。

P330: 漱口

P301+P316: 如果吞咽：立即寻求紧急医疗救助。
WGK Germany 3
RTECS FG5775000
个人防护装备 Eyeshields， Faceshields， Gloves， type P2 (EN 143) respirator cartridges

 SDS英文版

技术规格说明书

Appearance(C169970) Yellow to Yellow-Green Powder
Proton NMR spectrum Conforms to structure
Purity(TLC) 98-100（%）
LC-MS for identification Conforms

 技术规格说明书

质检证书（CoA,COO,BSE/TSE 和分析图谱)

C of A & Other Certificates(BSE/TSE, COO):
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找到8个结果

批号(Lot Number) 证书类型 日期 货号
E2514035 分析证书 25-05-21 C169970
E2514034 分析证书 25-05-21 C169970
H2211080 分析证书 25-05-12 C169970
H2211086 分析证书 25-05-12 C169970
H2211087 分析证书 25-05-12 C169970
H2211104 分析证书 25-05-12 C169970
J2114190 分析证书 24-07-05 C169970
K2315063 分析证书 22-06-18 C169970

此产品的引用文献

如何在您的发表作品中引用阿拉丁的产品和网站?
1. Xu Zhang, Wei Xiong, Ling-Li Chen, Jia-Qiang Huang, Xin Gen Lei.  (2020)  Selenoprotein V protects against endoplasmic reticulum stress and oxidative injury induced by pro-oxidants.  FREE RADICAL BIOLOGY AND MEDICINE,  160  (670).  [PMID:32846216] [10.1016/j.freeradbiomed.2020.08.011]
2. Mengyun Peng, Xiao-Qiang Wang, Yu Zhang, Chu-Xin Li, Mingkang Zhang, Han Cheng, Xian-Zheng Zhang.  (2019)  Mitochondria-Targeting Thermosensitive Initiator with Enhanced Anticancer Efficiency.  ACS Applied Bio Materials,  2  (10): (4656–4666).  [PMID:35021424] [10.1021/acsabm.9b00739]

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37. Mengyun Peng, Xiao-Qiang Wang, Yu Zhang, Chu-Xin Li, Mingkang Zhang, Han Cheng, Xian-Zheng Zhang.  (2019)  Mitochondria-Targeting Thermosensitive Initiator with Enhanced Anticancer Efficiency.  ACS Applied Bio Materials,  2  (10): (4656–4666).  [PMID:35021424] [10.1021/acsabm.9b00739]

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