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C2470

Sigma-Aldrich

Coenzyme Q4

≥90%

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C29H42O4
Número de CAS:
4370-62-1
Peso molecular:
454.64
Beilstein/REAXYS Number:
2066531
MDL number:
MFCD00077923
UNSPSC Code:
12352204
PubChem Substance ID:
24892492
NACRES:
NA.51

assay

≥90%

form

liquid

storage temp.

−20°C

SMILES string

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+

InChI key

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.

Biochem/physiol Actions

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

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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p-Benzoquinona reagent grade, ≥98%

Sigma-Aldrich

B10358

p-Benzoquinona

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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