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Merck
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Principaux documents

C2470

Sigma-Aldrich

Coenzyme Q4

≥90%

Synonyme(s) :

2,3-Dimethoxy-5-methyl-6-(geranylgeranyl)-1,4-benzoquinone, Q-4, Ubiquinone-20, Ubiquinone-4

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About This Item

Formule empirique (notation de Hill):
C29H42O4
Numéro CAS:
Poids moléculaire :
454.64
Numéro Beilstein :
2066531
Numéro MDL:
Code UNSPSC :
12352204
ID de substance PubChem :
Nomenclature NACRES :
NA.51

Pureté

≥90%

Forme

liquid

Température de stockage

−20°C

Chaîne SMILES 

COC1C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)C)=C(C)C1=O

InChI

1S/C29H44O4/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-17-23(5)18-19-25-24(6)26(30)28(32-7)29(33-8)27(25)31/h12,14,16,18,28-29H,9-11,13,15,17,19H2,1-8H3/b21-14+,22-16+,23-18+

Clé InChI

MDLQEORKYVBTDV-INVBOZNNSA-N

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Application

Coenzyme Q4 (CoQ4) is a 4 isoprenyl group member of a family of ubiquinones that share a quinine chemical group but differ in the number of isoprenyl chemical subunits in their tail. The CoQ compounds are lipid soluble components of cell membranes where they perform multiple functions such as electron and proton transport. The most well studied CoQ compound is CoQ10. CoQ4 is frequently used in comparison studies on the effect of isoprenyl chain length on CoQ functions or distribution.

Actions biochimiques/physiologiques

Increases the fluorescence polarization of perylene incorporated into ubiquinone-depleted mitochondrial and bilayer vesicles prepared from mitochondrial phospholipids

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves


Certificats d'analyse (COA)

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Jolanta Dłużewska et al.
PloS one, 11(7), e0159629-e0159629 (2016-07-28)
In the present studies, we focused on substrate specificity of tocopherol cyclase, the key enzyme in the biosynthesis of the tocopherols and plastochromanol-8, the main plant lipid antioxidants, with special emphasis on the preference for tocopherols and plastochromanol-8 precursors, taking
T Kishi et al.
Proceedings of the National Academy of Sciences of the United States of America, 73(12), 4653-4656 (1976-12-01)
Adriamycin inhibits the succinoxidase system and the NADH-oxidase system. Both of the intact mitocondrial enzymes and the pentane-extracted preparations are inhibited. The inhibition can be prevented by a molar ratio of coenzyme to adriamycin of 3:1 for coenzyme Q10 (ubiquinone)
V E Kagan et al.
Free radical biology & medicine, 9(2), 117-126 (1990-01-01)
Ubiquinones (CoQn) are intrinsic lipid components of many membranes. Besides their role in electron-transfer reactions they may act as free radical scavengers, yet their antioxidant function has received relatively little study. The efficiency of ubiquinols of varying isoprenoid chain length
Italo José B Durval et al.
Marine pollution bulletin, 157, 111357-111357 (2020-07-14)
In this study, Bacillus cereus was cultivated in a mineral medium composed of 2% frying oil and 0.12% peptone to produce a biosurfactant. The production was scaled up from flasks to 1.2-, 3.0- and 50-L bioreactors, where surface tension achieved
Jennifer Grant et al.
Disease models & mechanisms, 3(11-12), 799-806 (2010-10-05)
Coenzyme Q (CoQ) or ubiquinone is a lipid component of the electron transport chain required for ATP generation in mitochondria. Mutations in CoQ biosynthetic genes are associated with rare but severe infantile multisystemic diseases. CoQ itself is a popular over-the-counter

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