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C2470

Sigma-Aldrich

Coenzyme Q4

≥90%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C29H42O4
CAS Number:
4370-62-1
Molecular Weight:
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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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)
Zhiliang Hei et al.
Molecules (Basel, Switzerland), 25(1) (2020-01-08)
Gadus morhua eggs contain several nutrients, including polyunsaturated fatty acids, lecithin and glycoproteins. A novel sialoglycopeptide from the eggs of G. morhua (Gm-SGPP) was extracted with 90% phenol and purified by Q Sepharose Fast Flow (QFF) ion exchange chromatography, followed
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