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Merck
모든 사진(1)

주요 문서

SML3152

Sigma-Aldrich

MitoPQ

≥90% (HPLC)

동의어(들):

1-Methyl-1′-[10′′-(triphenylphosphonio)decyl)dec-1"-yl]-4,4′-bipyridine-1,1′-diium triiodide, MPQ, Mito-PQ, MitoParaquat, Mitochondria-targeted paraquat, mtPQ

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About This Item

실험식(Hill 표기법):
C39H46N2P·3I
CAS Number:
Molecular Weight:
954.48
UNSPSC 코드:
12352200
NACRES:
NA.77

Quality Level

분석

≥90% (HPLC)

양식

powder

저장 조건

desiccated

색상

brown to brown-red

solubility

DMSO: 2 mg/mL, clear

저장 온도

2-8°C

SMILES string

C[N+]1=CC=C(C=C1)C2=CC=[N+](C=C2)CCCCCCCCCC[P+](C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5.[I-].[I-].[I-]

InChI

1S/C39H46N2P.3HI/c1-40-30-25-35(26-31-40)36-27-32-41(33-28-36)29-17-6-4-2-3-5-7-18-34-42(37-19-11-8-12-20-37,38-21-13-9-14-22-38)39-23-15-10-16-24-39;;;/h8-16,19-28,30-33H,2-7,17-18,29,34H2,1H3;3*1H/q+3;;;/p-3

InChI key

AOZZGHKENAZYTD-UHFFFAOYSA-K

일반 설명

MitoPQ (MitoParaquat) is a mitochondria-targeted redox cycler composed of the lipophilic triphenylphosphonium (TP) cation-conjugated paraquat that induces mitochondria superoxide production via redox cycling at the complex I flavin site. MitoPQ increases mitochondria superoxide production at a ~1000-fold higher efficacy than untargeted paraquat using either live cells (fold of change of MitoSox fluorescence = 1.4/1 μM & 3.2/5 μM MitoPQ vs 1.2/5 mM PQ; C2C12 myoblasts) or isolated mitochondria (fold of increase of H2O2 efflux = 4.6/1 μM MitoPQ vs 2.6/1 mM PQ; rat heart mitochondria). MitoPQ is a valuable tool for conducting cellular and in vivo investigations into the role of mitochondrial superoxide generation in redox biology. Additionally, it can be utilized as a catalyst or co-stressor to replicate metabolic and neurodegenerative disease traits in experimental models.

애플리케이션

MitoPQ has been used to enhance mitochondrial reactive oxygen species (mitoROS) production in T-cell culture and investigate its influence over T-cell differentiation.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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시험 성적서(COA)

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문서 라이브러리 방문

Ellen L Robb et al.
Free radical biology & medicine, 89, 883-894 (2015-10-11)
Superoxide is the proximal reactive oxygen species (ROS) produced by the mitochondrial respiratory chain and plays a major role in pathological oxidative stress and redox signaling. While there are tools to detect or decrease mitochondrial superoxide, none can rapidly and
Eva Sidlauskaite et al.
Redox biology, 16, 344-351 (2018-03-28)
Developmental synapse pruning refines burgeoning connectomes. The basic mechanisms of mitochondrial reactive oxygen species (ROS) production suggest they select inactive synapses for pruning: whether they do so is unknown. To begin to unravel whether mitochondrial ROS regulate pruning, we made
Elizabeth C Hinchy et al.
The Journal of biological chemistry, 293(44), 17208-17217 (2018-09-21)
Mitochondrial reactive oxygen species (ROS) production is a tightly regulated redox signal that transmits information from the organelle to the cell. Other mitochondrial signals, such as ATP, are sensed by enzymes, including the key metabolic sensor and regulator, AMP-activated protein
Reetta J Holmila et al.
Scientific reports, 8(1), 6635-6635 (2018-04-29)
Mitochondrial reactive oxygen species (ROS) are essential regulators of cellular signaling, metabolism and epigenetics underlying the pathophysiology of numerous diseases. Despite the critical function of redox regulation in mitochondria, currently there are limited methods available to monitor protein oxidation in
Maria M Shchepinova et al.
Cell chemical biology, 24(10), 1285-1298 (2017-09-12)
Mitochondrial superoxide (O2⋅-) underlies much oxidative damage and redox signaling. Fluorescent probes can detect O2⋅-, but are of limited applicability in vivo, while in cells their usefulness is constrained by side reactions and DNA intercalation. To overcome these limitations, we developed

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