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15-Hydroxypentadecansäure
97%
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5 G
€ 316,00
About This Item
Lineare Formel:
HO(CH2)14CO2H
CAS-Nummer:
Molekulargewicht:
258.40
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22
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Qualitätsniveau
Assay
97%
mp (Schmelzpunkt)
85-89 °C (lit.)
Funktionelle Gruppe
carboxylic acid
hydroxyl
SMILES String
OCCCCCCCCCCCCCCC(O)=O
InChI
1S/C15H30O3/c16-14-12-10-8-6-4-2-1-3-5-7-9-11-13-15(17)18/h16H,1-14H2,(H,17,18)
InChIKey
BZUNJUAMQZRJIP-UHFFFAOYSA-N
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Allgemeine Beschreibung
15-Hydroxypentadecanoic acid is an ω-hydroxy acid. One of the method reported for its synthesis is from 1,12-dodecanolide.[1] It is reported to be one of the bioactive component in Tagetes erecta L. leaf and flower extract.[2]
15-Hydroxypentadecanoic acid undergoes lactonization reaction catalyzed by Mucor javanicus L46 and Mucor miehei to afford macrocyclic mono- and oligolactone derivatives.[3] Its lipase-catalyzed synthesis from 15-tetracosenoic acid in Malania Olcifera Chum oil has been proposed. It also participates in the biosynthesis of pentadecanolide.[4]
Anwendung
15-Hydroxypentadecanoic acid is suitable reagent used in the following studies:
- As an internal standard in the quantification of formation of 11-hydroxylauric acid by gas chromatography.[5]
- In the synthesis of [16-14C]16DCA (DCA= dicarboxylic acid) by one-carbon elongation procedure at C15.[6]
- As an internal standard for the normalization of intensities in the mass spectra of plant cutin polymer.[7]
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
Persönliche Schutzausrüstung
Eyeshields, Gloves, type N95 (US)
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Sacha Ferdinandusse et al.
Journal of lipid research, 45(6), 1104-1111 (2004-04-03)
Dicarboxylic acids (DCAs) are omega-oxidation products of monocarboxylic acids. After activation by a dicarboxylyl-CoA synthetase, the dicarboxylyl-CoA esters are shortened via beta-oxidation. Although it has been studied extensively where this beta-oxidation process takes place, the intracellular site of DCA oxidation
Lipase catalyzed synthesis of pentadecanolide from 15-hydroxypentadecanoic acid.
Pan XB, et al.
Chinese Journal of Applied Chemistry / Ying Yong Hua Xue, 21(8), 850-852 (2004)
Enzymatic lactonization of 15-hydroxypentadecanoic and 16-hydroxyhexadecanoic acids to macrocyclic lactones.
Antczak U, et al.
Enzyme and Microbial Technology, 13(7), 589-593 (1991)
Screening and evaluation of bioactive components of Tagetes erecta L. by GC-MS analysis.
Devika R and Kovilpillai J.
Asian Journal of Pharmaceutical and Clinical Research, 7(2), 58-60 (2014)
Zeolite-catalyzed macrolactonization of Ookoshi T and Onaka M. ω-hydroxyalkanoic acids in a highly concentrated solution.
Ookoshi T and Onaka M.
Tetrahedron Letters, 39(3), 293-296 (1998)
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