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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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Aisling R Hume et al.
Journal of bacteriology, 191(24), 7554-7565 (2009-10-13)
A fatty acyl coenzyme A synthetase (FadD) from Pseudomonas putida CA-3 is capable of activating a wide range of phenylalkanoic and alkanoic acids. It exhibits the highest rates of reaction and catalytic efficiency with long-chain aromatic and aliphatic substrates. FadD
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
Karen M Tobin et al.
FEMS microbiology letters, 253(1), 111-118 (2005-11-02)
A number of Pseudomonas strains accumulated polyhdroxyalkanoate (PHA) from a variety of aromatic hydrocarbons. In many strains the level of PHA accumulation was dependent on the side chain length of the phenylalkanoic acid provided for growth. 4 of the 8
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
K F Buechler et al.
Archives of biochemistry and biophysics, 281(2), 233-238 (1990-09-01)
Metabolism-dependent inactivators of 3-ketothiolase I and carnitine acyltransferase I (CAT I) have been used to study the oxidation of fatty acids in intact hepatocytes. 2-Bromooctanoate inactivates mitochondrial and peroxisomal 3-ketothiolases I in a time-dependent manner. During the first 5 min
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