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C2470

Sigma-Aldrich

Coenzyme Q4

≥90%

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Synonym(s):
2,3-Dimethoxy-5-methyl-6-(geranylgeranyl)-1,4-benzoquinone, Q-4, Ubiquinone-20, Ubiquinone-4
Empirical Formula (Hill Notation):
C29H42O4
CAS Number:
4370-62-1
Molecular Weight:
454.64
Beilstein:
2066531
MDL number:
MFCD00077923
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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1 of 4

This Item
C7956C953827597
Coenzyme Q4 ≥90%

Sigma-Aldrich

C2470

Coenzyme Q4

Sigma-Aldrich

Sigma-Aldrich

C7956

Coenzyme Q1

Coenzyme Q10 ≥98% (HPLC)

Sigma-Aldrich

C9538

Coenzyme Q10

Coenzyme Q9 ≥96.0% (HPLC)

Sigma-Aldrich

27597

Coenzyme Q9

form

liquid

form

liquid

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

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 Code

12 - Non Combustible Liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Coenzyme Q10 solution 1 mg/mL in ethanol, certified reference material, ampule of 1 mL, Cerilliant®

Supelco

V-060

Coenzyme Q10 solution

Methyl-p-benzoquinone 98%

Sigma-Aldrich

211311

Methyl-p-benzoquinone

Duroquinone 97%

Sigma-Aldrich

D223204

Duroquinone

Menaquinone (K2) analytical standard

Supelco

47774

Menaquinone (K2)

Geranylgeranyl pyrophosphate ammonium salt solution, ≥95% (TLC), ~1 mg/mL in methanol: NH4OH (7:3)

Sigma-Aldrich

G6025

Geranylgeranyl pyrophosphate ammonium salt

p-Benzoquinone reagent grade, ≥98%

Sigma-Aldrich

B10358

p-Benzoquinone

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)
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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