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807761

Sigma-Aldrich

palmitic-acid-5-hydroxy-stearic-acid

95%

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Synonym(s):
5-PAHSA
Empirical Formula (Hill Notation):
C34H66O4
CAS Number:
Molecular Weight:
538.89
UNSPSC Code:
12352106
NACRES:
NA.22

Quality Level

Assay

95%

form

powder

mp

39 °C

storage temp.

2-8°C

General description

Palmitic-acid-5-hydroxy-stearic-acid (5-PAHSA) is also referred to as 5-hexadecanoyloxyoctadecanoic acid (IUPAC name).

Application

5-PAHSA is composed of palmitic acid attached to stearic acid and is in the class of branched lipids referred to as fatty acid esters of hydroxy fatty acids (FAHFAs). 5-PAHSA was found at reduced levels in adipose tissue and serum of insulin-resistant mice. Levels were also found to be lower in white adipose tissue and serum of humans. Studies of oral administration of 5-PAHSA to obese, diabetic mice showed improved glucose tolerance. In characterizing the mechanism, it was found that 5-PAHSA stimulates insulin and GLP-1 secretion and also enhances glucose transport and the Glut4 transporter through activation of GPR-120.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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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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