Palmitelaidic acid

Modify Date: 2024-01-03 20:32:26

Palmitelaidic acid Structure
Palmitelaidic acid structure
Common Name Palmitelaidic acid
CAS Number 10030-73-6 Molecular Weight 254.408
Density 0.9±0.1 g/cm3 Boiling Point 363.6±0.0 °C at 760 mmHg
Molecular Formula C16H30O2 Melting Point N/A
MSDS N/A Flash Point 239.2±14.4 °C

 Use of Palmitelaidic acid


Palmitelaidic acid is the trans isomer of palmitoleic acid. Palmitoleic acid is one of the most abundant fatty acids in serum and tissue.

 Names

Name palmitelaidic acid
Synonym More Synonyms

 Palmitelaidic acid Biological Activity

Description Palmitelaidic acid is the trans isomer of palmitoleic acid. Palmitoleic acid is one of the most abundant fatty acids in serum and tissue.
Related Catalog
Target

AMPK

PPARα

Glucokinase

In Vitro The monounsaturated fatty acid palmitoleate (palmitoleic acid) is one of the most abundant fatty acids in serum and tissues, particularly adipose tissue and liver. Its endogenous production by stearoyl-CoA desaturase 1 gives rise to its cis isoform, cis-palmitoleate. Palmitoleic acid has been correlated with multiple cardiometabolic risk factors, including high blood pressure, total cholesterol, TGs, apoA-I, apoB, and endothelial dysfunction[1].
In Vivo Palmitoleic acid promotes a faster uptake of glucose in the body, associated with higher insulin concentration. Palmitoleic acid increases the phosphorylation of AMPK, up-regulates glucokinase and down-regulates SREBP-1. Regarding AMPK downstream, palmitoleic acid increases the production of FGF-21 and stimulates the expression of PPARα[2]. Palmitoleic acid reduces body weight increase, ameliorates the development of hyperglycemia and hypertriglyceridemia, and improves insulin sensitivity. Furthermore, palmitoleic acid down-regulates mRNA expressions of proinflammatory adipocytokine genes (TNFα and resistin) in white adipose tissue and lipogenic genes (SREBP-1, FAS, and SCD-1) in liver[3].
Animal Admin Mice: Male C57BL/6J wild type and PPARα-KO mice are fed a high-fat diet or a standard diet for 12 weeks. In the last two weeks, the HF-fed mice are treated daily with oleic acid (300 mg/kg of body weight) or palmitoleic acid (00 mg/kg of body weight) by oral gavage. After 12 weeks, the mice are fasted for 6 h, injected with insulin or PBS vehicle. Blood and liver samples are collected and stored for the further analysis of RNA and protein expression[2].
References

[1]. Frigolet ME, et al. The Role of the Novel Lipokine Palmitoleic Acid in Health and Disease.

[2]. de Souza CO, et al. Palmitoleic Acid Improves Metabolic Functions in Fatty Liver by PPARα-Dependent AMPK Activation. J Cell Physiol. 2016 Dec 7. doi: 10.1002/jcp.25715.

[3]. Yang ZH, et al. Chronic administration of palmitoleic acid reduces insulin resistance and hepatic lipid accumulation in KK-Ay Mice with genetic type 2 diabetes. Lipids Health Dis. 2011 Jul 21;10:120.

 Chemical & Physical Properties

Density 0.9±0.1 g/cm3
Boiling Point 363.6±0.0 °C at 760 mmHg
Molecular Formula C16H30O2
Molecular Weight 254.408
Flash Point 239.2±14.4 °C
Exact Mass 254.224579
PSA 37.30000
LogP 6.64
Vapour Pressure 0.0±1.7 mmHg at 25°C
Index of Refraction 1.466
Storage condition -20°C

 Synonyms

Palmitelaidic acid
trans-9-Hexadecenoic acid
(9E)-9-Hexadecenoic acid
(E)-Palmitoleic acid
trans-9-palmitoleic acid
trans-palmitoleic acid
trans-Hexadec-9-enoic acid
9-trans-Hexadecenoic acid
(9E)-hexadec-9-enoic acid
9-Hexadecenoic acid, (9E)-
9-Hexadecenoic acid, (E)-
cis-9hexadecenoic acid
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