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200999

Sigma-Aldrich

12-Bromododecanoic acid

97%

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Synonym(s):
12-Bromolauric acid
Linear Formula:
Br(CH2)11CO2H
CAS Number:
73367-80-3
Molecular Weight:
279.21
Beilstein/REAXYS Number:
1771588
EC Number:
277-401-4
MDL number:
MFCD00002738
UNSPSC Code:
12352100
PubChem Substance ID:
24851988
NACRES:
NA.22

Quality Level

200

assay

97%

mp

52-55 °C (lit.)

solubility

chloroform: soluble 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

SMILES string

OC(=O)CCCCCCCCCCCBr

InChI

1S/C12H23BrO2/c13-11-9-7-5-3-1-2-4-6-8-10-12(14)15/h1-11H2,(H,14,15)

InChI key

YYKBWYBUCFHYPR-UHFFFAOYSA-N

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Application

12-Bromododecanoic acid ligand was used as a model fatty acid in the elucidation of the x-ray structure of bovine beta-lactoglobulin.

wgk_germany

WGK 3

flash_point_f

230.0 °F

flash_point_c

110 °C

ppe

Eyeshields, Gloves, type N95 (US)

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S Modi et al.
Biochemistry, 34(28), 8982-8988 (1995-07-18)
The binding of the substrates sodium laurate and sodium 12-bromolaurate to the heme-containing domain of Bacillus megaterium cytochrome P450 BM3 (CYP102) has been studied by measurement of the relaxation effects of the unpaired electrons of the heme iron on the
A simple synthesis of bromine-77-labeled alkyl bromides.
M R Kilbourn et al.
The International journal of applied radiation and isotopes, 33(5), 391-392 (1982-05-01)
G C Roberts
Neurochemical research, 21(9), 1117-1124 (1996-09-01)
NMR spectroscopy has proved to be a valuable tool in the study of the interactions between enzymes and their substrates. The kinds of structural and dynamic information which can be obtained are illustrated by studies of three enzymes involved in
B Y Qin et al.
FEBS letters, 438(3), 272-278 (1998-11-25)
The X-ray structure of bovine beta-lactoglobulin with the ligand 12-bromododecanoic acid as a model for fatty acids has been determined at a resolution of 2.23 A in the trigonal lattice Z form. The ligand binds inside the calyx, resolving a
Xiang He et al.
The Journal of biological chemistry, 280(24), 22697-22705 (2005-04-26)
The fatty acid omega-hydroxylation regiospecificity of CYP4 enzymes may result from presentation of the terminal carbon to the oxidizing species via a narrow channel that restricts access to the other carbon atoms. To test this hypothesis, the oxidation of 12-iodo-
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