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Key Documents

C7956

Sigma-Aldrich

Coenzyme Q1

≥95%

Synonym(s):

2,3-Dimethoxy-5-methyl-6-(3-methyl-2-butenyl)-1,4-benzoquinone, Ubiquinone-1, Ubiquinone-5

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About This Item

Empirical Formula (Hill Notation):
C14H18O4
CAS Number:
Molecular Weight:
250.29
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.51

Quality Level

Assay

≥95%

form

liquid

storage temp.

−20°C

SMILES string

COC1=C(OC)C(=O)C(C\C=C(\C)C)=C(C)C1=O

InChI

1S/C14H18O4/c1-8(2)6-7-10-9(3)11(15)13(17-4)14(18-5)12(10)16/h6H,7H2,1-5H3

InChI key

SOECUQMRSRVZQQ-UHFFFAOYSA-N

General description

Coenzyme Q (CoQ) is localized to the hydrophobic domain of the phospholipid bilayer of mitochondria, plasma lipoproteins, and other biological membranes. It is a ubiquinone homolog with a short isoprenoid side chain.

Application

Coenzyme Q1 has been used to measure the mitochondrial respiratory chain complex 1 activity.

Biochem/physiol Actions

Coenzyme Q1 (CoQ1) is a 1 isoprenyl group (not naturally occurring) 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. CoQ1 is frequently used in comparison studies on the effect of isoprenyl chain length on CoQ functions or distribution and to identify quinone reductases.

Other Notes

Analog of coenzyme Q10 (not naturally occurring)

Storage Class Code

10 - 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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P G Elmberger et al.
Lipids, 24(11), 919-930 (1989-11-01)
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Lee R Swem et al.
The Journal of biological chemistry, 281(10), 6768-6775 (2006-01-13)
Rhodobacter capsulatus regulates many metabolic processes in response to the level of environmental oxygen and the energy state of the cell. One of the key global redox regulators of the cell's metabolic physiology is the sensor kinase RegB that controls
Giancarlo A Biagini et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(21), 8298-8303 (2012-05-09)
There is an urgent need for new antimalarial drugs with novel mechanisms of action to deliver effective control and eradication programs. Parasite resistance to all existing antimalarial classes, including the artemisinins, has been reported during their clinical use. A failure
C Edlund et al.
Biochemistry and cell biology = Biochimie et biologie cellulaire, 70(6), 422-428 (1992-06-01)
The lipid compositions of various regions of the human brain were investigated during aging and in Alzheimer's disease. The phospholipid amounts and compositions remained unchanged during aging. There were, however, considerable differences both in phospholipid composition and amount when the

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