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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:
727-81-1
Molecular Weight:
250.29
MDL number:
MFCD00274412
UNSPSC Code:
12352204
PubChem Substance ID:
24892585
NACRES:
NA.51

Quality Level

100

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)
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Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

Certificates of Analysis (COA)

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Nandita Shangari et al.
Methods in enzymology, 400, 342-359 (2006-01-10)
Phase II conjugation of phenolic compounds constitutes an important mechanism through which exogenous or endogenous toxins are detoxified and excreted. Species differences in the rates of glucuronidation or sulfation can lead to significant variation in the metabolism of this class
Coenzyme Q cytoprotective mechanisms.
Tom S Chan et al.
Methods in enzymology, 382, 89-104 (2004-03-30)
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
Kathrin Fenn et al.
Microbiome, 5(1), 161-161 (2017-12-22)
The human gut microbiome has been linked to numerous components of health and disease. However, approximately 25% of the bacterial species in the gut remain uncultured, which limits our ability to properly understand, and exploit, the human microbiome. Previously, we
Chang Sun et al.
Nature, 557(7703), 123-126 (2018-04-27)
Alternative complex III (ACIII) is a key component of the respiratory and/or photosynthetic electron transport chains of many bacteria1-3. Like complex III (also known as the bc1 complex), ACIII catalyses the oxidation of membrane-bound quinol and the reduction of cytochrome
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