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Merck
모든 사진(1)

주요 문서

392979

Sigma-Aldrich

15-Hydroxypentadecanoic acid

97%

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5 G
₩359,818

₩359,818


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5 G
₩359,818

About This Item

Linear Formula:
HO(CH2)14CO2H
CAS Number:
Molecular Weight:
258.40
EC Number:
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

₩359,818


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Quality Level

분석

97%

mp

85-89 °C (lit.)

작용기

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)

InChI key

BZUNJUAMQZRJIP-UHFFFAOYSA-N

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일반 설명

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]

애플리케이션

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]
It may be used in the synthesis of 5-pentadecanolide on dealuminated HY zeolite[8] and also fatty acid analog of podophyllotoxin.[9]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


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문서 라이브러리 방문

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)
Dušan Veličković et al.
The Plant journal : for cell and molecular biology, 80(5), 926-935 (2014-10-04)
The cutin polymers of different fruit cuticles (tomato, apple, nectarine) were examined using matrix-assisted laser desorption/ionization mass spectrometry imaging (MALDI MSI) after in situ release of the lipid monomers by alkaline hydrolysis. The mass spectra were acquired from each coordinate
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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