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17860

Sigma-Aldrich

2-Bromooctanoic acid

purum, ≥97.0% (GC)

Synonym(s):

2-Bromocaprylic acid

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About This Item

Linear Formula:
CH3(CH2)5CH(Br)COOH
CAS Number:
2623-82-7
Molecular Weight:
223.11
Beilstein:
1760958
EC Number:
220-079-7
MDL number:
MFCD00004219
UNSPSC Code:
12352100

grade

purum

Assay

≥97.0% (GC)

refractive index

n20/D 1.471 (lit.)
n20/D 1.471

bp

140 °C/5 mmHg (lit.)

density

1.278 g/mL at 25 °C (lit.)

SMILES string

CCCCCCC(Br)C(O)=O

InChI

1S/C8H15BrO2/c1-2-3-4-5-6-7(9)8(10)11/h7H,2-6H2,1H3,(H,10,11)

InChI key

GTGTXZRPJHDASG-UHFFFAOYSA-N

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Biochem/physiol Actions

2-Bromooctanoic acid is a fatty acyl coenzyme A synthetase (FadD) inhibitor. It also inhibits β-oxidation enzymes in animal cells.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
013317/1
042647/1
13317/1

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M Danis et al.
The Journal of pharmacology and experimental therapeutics, 219(2), 383-388 (1981-11-01)
Mixed-function oxidation of p-nitroanisole in isolated perfused livers from fasted rats was studied in the presence and absence of 2-bromooctanoate, an inhibitor of the beta-oxidation of acyl CoA compounds. These experiments were designed to test the hypothesis that reducing equivalents
Umi S Ramli et al.
The FEBS journal, 272(22), 5764-5770 (2005-11-11)
We applied metabolic control analysis to the Kennedy pathway for triacylglycerol formation in tissue cultures from the important oil crops, olive (Olea europaea L.) and oil palm (Elaeis guineensis Jacq.). When microsomal fractions were incubated at 30 degrees C rather
R Hertz et al.
The Biochemical journal, 245(2), 387-392 (1987-07-15)
1. The induction of peroxisomal beta-oxidation activities by bezafibrate in cultured rat hepatocytes and in the rat in vivo was prevented by inhibitors of carnitine acyltransferase, e.g. 2-bromopalmitate, 2-[5-(4-chlorophenyl)pentyl]oxirane-2-carboxylate or 2-tetradecylglycidic acid. 2. The prevention of peroxisomal proliferation by carnitine
J G Conway et al.
Cancer research, 47(18), 4795-4800 (1987-09-15)
The diffusion of H2O2 into the cytoplasm from peroxisomes during high rates of peroxisomal beta oxidation of fatty acids was studied in perfused livers from rats treated with the hepatocarcinogenic peroxisome proliferator, nafenopin. Efflux of oxidized glutathione (GSSG) into the
N Mayorek et al.
European journal of biochemistry, 182(2), 395-400 (1989-06-15)
The limiting role of diacylglycerol acyltransferase with respect to triacylglycerol synthesis in cultured rat hepatocytes was evaluated by following the inhibition of the overall synthetic flux by 2-bromooctanoate acting as an inhibitor of the diacylglycerol acyltransferase step. The flux-control coefficient
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