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900410C

Avanti

5-PAHSA

5-(palmitoyloxy)octadecanoic acid, chloroform

Synonyme(s) :

(O-acyl)-hydroxy fatty acid (OAHFA) 16:0-(5-O-18:0)

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About This Item

Formule empirique (notation de Hill):
C34H66O4
Numéro CAS:
1481636-41-2
Poids moléculaire :
538.89
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.25

Forme

liquid

Conditionnement

pkg of 1 × 1 mL (900410C-1mg)

Fabricant/nom de marque

Avanti Research™ - A Croda Brand 900410C

Concentration

1 mg/mL (900410C-1mg)

Type de lipide

neutral glycerides
neutral lipids

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

CCCCCCCCCCCCCC(OC(CCCCCCCCCCCCCCC)=O)CCCC(O)=O

Description générale

Palmitic acid and hydroxystearic acid (PAHSA) containing (O-acyl)-hydroxy fatty acids are being found in tissues and serum extracts of mouse and human.

Application

5-PAHSA or 5-(palmitoyloxy)octadecanoic acid might be used as (O-acyl)-hydroxy fatty acids (OAHFAs) standard to determine ester position in isomeric OAHFAs by ion trap mass spectrometry. It is also suitable for use as a standard for the quantification of fatty acid esters of hydroxy fatty acids (FAHFAs) by liquid chromatography–mass spectrometry (LC-MS).

Actions biochimiques/physiologiques

Palmitic acid and hydroxystearic acid (PAHSA) levels correlate highly with insulin sensitivity and are reduced in adipose tissue and serum of insulin-resistant humans. In adipocytes, PAHSAs signal through G-protein-coupled receptor 120 (GPR120) to enhance insulin-stimulated glucose uptake. PAHSAs are fatty acid esters of hydroxy fatty acids (FAHFAs), which are endogenous lipids with the potential to treat diabetes and inflammation.

Conditionnement

5 mL Clear Glass Sealed Ampule (900410C-1mg)

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictogrammes

Skull and crossbonesHealth hazard
GHS06,GHS08

Mention d'avertissement

Danger

Classification des risques

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Organes cibles

Central nervous system, Liver,Kidney

Classe de danger pour l'eau (WGK)

WGK 3

Certificats d'analyse (COA)

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David L Marshall et al.
Rapid communications in mass spectrometry : RCM, 30(21), 2351-2359 (2016-08-16)
(O-acyl)-hydroxy fatty acids (OAHFAs) are a recently discovered class of endogenous lipids, generating significant interest for their correlation with enhanced glucose tolerance. Structural variants that differ in the position of the ester linkage have been described, including the ω-OAHFA sub-class
Thu Huong Pham et al.
Molecules (Basel, Switzerland), 24(2) (2019-01-13)
Fatty acid esters of hydroxy fatty acids (FAHFA), diglycerides (DG) and monoacetyldiglycerides (MAcDG) are gaining interest as functional lipids in pharmaceuticals and functional food formulations for managing and treating metabolic or inflammatory diseases. Herein, we investigated whether the antler and/or
Yan-Mei Wang et al.
Biochemical and biophysical research communications, 506(1), 153-160 (2018-10-21)
Browning of white adipose tissue is a novel mechanism to counteract obesity in view of its thermogenic activity. Activation of G-protein-coupled receptor 120 (GPR120) can promote the browning of white fat. 9-PAHSA, an endogenous mammalian lipid, which is acting as
Matthew J Kolar et al.
Biochemistry, 55(33), 4636-4641 (2016-08-11)
A recently discovered class of endogenous mammalian lipids, branched fatty acid esters of hydroxy fatty acids (FAHFAs), possesses anti-diabetic and anti-inflammatory activities. Here, we identified and validated carboxyl ester lipase (CEL), a pancreatic enzyme hydrolyzing cholesteryl esters and other dietary
Mark M Yore et al.
Cell, 159(2), 318-332 (2014-10-11)
Increased adipose tissue lipogenesis is associated with enhanced insulin sensitivity. Mice overexpressing the Glut4 glucose transporter in adipocytes have elevated lipogenesis and increased glucose tolerance despite being obese with elevated circulating fatty acids. Lipidomic analysis of adipose tissue revealed the

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