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C2920

Sigma-Aldrich

Carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazone

≥98% (TLC), powder, Mitophagy inducer

Synonim(y):

FCCP, Mesoxalonitrile 4-trifluoromethoxyphenylhydrazone

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About This Item

Wzór liniowy:
CF3OC6H4NHN=C(CN)2
Numer CAS:
370-86-5
Masa cząsteczkowa:
254.17
Beilstein:
664446
Numer WE:
206-730-8
Numer MDL:
MFCD00009699
Kod UNSPSC:
12352200
Identyfikator substancji w PubChem:
24892549
NACRES:
NA.77

product name

Carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazone, ≥98% (TLC), powder

Poziom jakości

300

Próba

≥98% (TLC)

Postać

powder

kolor

yellow

mp

174-175 °C (dec.) (lit.)

rozpuszczalność

95% ethanol: soluble

temp. przechowywania

2-8°C

ciąg SMILES

FC(F)(F)Oc1ccc(N\N=C(/C#N)C#N)cc1

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

Klucz InChI

BMZRVOVNUMQTIN-UHFFFAOYSA-N

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Opis ogólny

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.

Zastosowanie

Carbonylcyanide 4-(trifluoromethoxy)phenylhydrazone (FCCP) has been used as an uncouplerin cell culture: to study its effects on murine thermogenic adipocytes, tostudy its effects on β-oxidation in mouse mitochondria, to study its effects on the metabolism in bone marrow-derived dendriticcells from mouse
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Piktogramy

CorrosionExclamation mark
GHS05,GHS07

Hasło ostrzegawcze

Danger

Zwroty wskazujące rodzaj zagrożenia

H302,H314,H317,H413

Klasyfikacja zagrożeń

Acute Tox. 4 Oral - Aquatic Chronic 4 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Kod klasy składowania

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certyfikaty analizy (CoA)

Poszukaj Certyfikaty analizy (CoA), wpisując numer partii/serii produktów. Numery serii i partii można znaleźć na etykiecie produktu po słowach „seria” lub „partia”.

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

Aleksandar Rakovic et al.
Cell death and differentiation, 26(8), 1428-1441 (2018-10-31)
The Parkinson's disease (PD)-related ubiquitin ligase Parkin and mitochondrial kinase PINK1 function together in the clearance of damaged mitochondria. Upon mitochondrial depolarization, Parkin translocates to mitochondria in a PINK1-dependent manner to ubiquitinate outer mitochondrial membrane proteins. According to the current
Kyu-Sang Park et al.
Pflugers Archiv : European journal of physiology, 443(3), 344-352 (2002-01-26)
We investigated the effects of carbonylcyanide p-trifluoromethoxyphenylhydrazone (FCCP), a protonophore and uncoupler of mitochondrial oxidative phosphorylation in mitochondria, on plasma membrane potential and ionic currents in bovine aortic endothelial cells (BAECs). The membrane potential and ionic currents of BAECs were
Isa Mambetsariev et al.
Journal of clinical medicine, 8(7) (2019-07-19)
Small cell lung cancer (SCLC) is an aggressive neuroendocrine disease with an overall 5 year survival rate of ~7%. Although patients tend to respond initially to therapy, therapy-resistant disease inevitably emerges. Unfortunately, there are no validated biomarkers for early-stage SCLC
Sunjin Lee et al.
Ecotoxicology and environmental safety, 182, 109377-109377 (2019-06-30)
The measurement of oxygen consumption rate (OCR) provides a comprehensive understanding of mitochondrial metabolism. However, no study has been conducted to investigate the mitochondrial dysfunction caused by organophosphate flame retardants (OPFRs). The objectives of this study were to optimize the
Lisa Kappler et al.
American journal of physiology. Endocrinology and metabolism, 317(2), E374-E387 (2019-06-19)
Mitochondria are dynamic organelles with diverse functions in tissues such as liver and skeletal muscle. To unravel the mitochondrial contribution to tissue-specific physiology, we performed a systematic comparison of the mitochondrial proteome and lipidome of mice and assessed the consequences
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