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Sigma-Aldrich

12-Hydroxydodecanoic acid

97%

Synonym(s):

12-Hydroxylauric acid

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About This Item

Linear Formula:
HO(CH2)11COOH
CAS Number:
505-95-3
Molecular Weight:
216.32
Beilstein/REAXYS Number:
1238370
EC Number:
208-025-0
MDL number:
MFCD00002739
UNSPSC Code:
12352100
PubChem Substance ID:
24851879
NACRES:
NA.22

assay

97%

mp

85-88 °C (lit.)

SMILES string

OCCCCCCCCCCCC(O)=O

InChI

1S/C12H24O3/c13-11-9-7-5-3-1-2-4-6-8-10-12(14)15/h13H,1-11H2,(H,14,15)

InChI key

ZDHCZVWCTKTBRY-UHFFFAOYSA-N

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Application

12-Hydroxydodecanoic acid was used in the synthesis of high molecular weight poly[(12-hydroxydodecanoate)-co-(12-hydroxystearate)] [poly(12HD-co-12HS)] samples with variable monomer ratios using methyl 12-hydroxystearate.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Elena Bailo et al.
Analytical and bioanalytical chemistry, 394(7), 1797-1801 (2009-06-16)
Surface-enhanced Raman scattering was used as a spectroscopic tool to investigate the changes brought upon cytochrome P450BSss after fatty acid binding. Differences in the spectra of substrate-free and substrate-bound enzyme were observed indicating the potential for this method to be
Alexander N Grechkin et al.
FEBS letters, 549(1-3), 31-34 (2003-08-14)
Guava (Psidium guajava) hydroperoxide lyase (HPL) preparations were incubated with [1-(14)C](9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid for 1 min at 0 degrees C, followed by rapid extraction/trimethylsilylation. Analysis of the trimethylsilylated products by gas chromatography-mass spectrometry and radio-high-performance liquid chromatography revealed a single predominant
H A Dirven et al.
Journal of chromatography, 564(1), 266-271 (1991-03-08)
The formation of omega-hydroxylauric acid from lauric acid is an indicator of the activity of cytochrome P-450 IV family proteins. The two main metabolites of lauric acid, (omega-1)-and omega-hydroxylauric acid, have been completely separated by reversed-phase high-performance liquid chromatography. Measurement
P Jezek et al.
FEBS letters, 408(2), 166-170 (1997-05-19)
Fatty acid (FA) uniport via mitochondrial uncoupling protein (UcP) was detected fluorometrically with PBFI, potassium-binding benzofuran phthalate and SPQ, 6-methoxy-N-(3-sulfopropyl)-quinolinium, indicating K+ and H+, respectively. The FA structural patterns required for FA flip-flop, UcP-mediated FA uniport, activation of UcP-mediated H+
D D Giera et al.
Fundamental and applied toxicology : official journal of the Society of Toxicology, 16(2), 348-355 (1991-02-01)
Assessment of hepatic omega-oxidation of fatty acids by cytochrome P450IV enzymes in toxicology studies can be a means of evaluating test compound effects on peroxisomal proliferation. Routine assay of omega-oxidation, however, requires a simpler method of enzymatic analysis than currently
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