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860410C

Avanti

5-PAHSA-d9

Avanti Polar Lipids 860410C

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Synonym(s):
5-[((13,13,14,14,15,15,16,16,16-d9)palmitoyl)hydroxy]-stearic acid
Empirical Formula (Hill Notation):
C34H57D9O4
CAS Number:
Molecular Weight:
547.94
UNSPSC Code:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (860410C-1mg)
pkg of 1 × 1 mL (860410C-500ug)

manufacturer/tradename

Avanti Polar Lipids 860410C

concentration

0.5 mg/mL (860410C-500ug)
1 mg/mL (860410C-1mg)

shipped in

dry ice

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCCC(OC(CCCCCCCCCCCC([2H])(C([2H])(C([2H])(C([2H])([2H])[2H])[2H])[2H])[2H])=O)CCCC(O)=O

General description

5-PAHSA-d9 or 5-[((13,13,14,14,15,15,16,16,16-d9)palmitoyl)hydroxy]-stearic acid is a deuterated palmitoyl hydroxy-stearic acid wherein the nine protons of palmitoyl are replaced by deuterium. Palmitic acid-5-hydroxy-stearic acid (5-PAHSA) is the most downregulated fatty acid ester of hydroxy fatty acids (FAHFA) found in adipose tissues and in the serum of insulin-resistant mice.
PAHSA levels correlate highly with insulin sensitivity and are reduced in adipose tissue and serum of insulin-resistant humans. In adipocytes, PAHSAs signal through GPR120 to enhance insulin-stimulated glucose uptake. Thus, FAHFAs are endogenous lipids with the potential to treat type 2 diabetes. Avanti has obtained a license from the patent holder to manufacture these products for research use.

Packaging

5 mL Clear Glass Sealed Ampule (860410C-1mg)
5 mL Clear Glass Sealed Ampule (860410C-500ug)

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Classifications

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

Target Organs

Liver,Kidney, Respiratory system

WGK

WGK 3

Regulatory Information

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Elsa Pflimlin et al.
Cell metabolism, 28(2), 217-227 (2018-06-26)
Fatty acid esters of hydroxylated fatty acids (FAHFAs) were discovered as a novel class of endogenous mammalian lipids whose profound effects on metabolism have been shown. In the current study, in vitro and in vivo the metabolic effects of two of these
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
Yangyang Zhang et al.
Scientific reports, 6, 25289-25289 (2016-05-05)
Gangliosides are a family of complex lipids that are abundant in the brain. There is no doubt the investigations about the distribution of gangliosides in brian and the relationship between gangliosides and Alzheimer's disease is profound. However, these investigations are

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