OLEIC-1-13C ACID 99 ATOM % 13C Chemical Properties

Melting point:

13.4 °C(lit.)

Boiling point:

192-195 °C1.2 mm Hg(lit.)

Density 

0.893 g/mL at 25 °C

refractive index 

n20/D 1.4595(lit.)

Flash point:

>230 °F(lit.)

storage temp. 

-20°C

solubility 

Ethanol: 1.5 mg/ml; Ethanol:PBS (pH 7.2) (1:1): 0.5 mg/ml

form 

Liquid

color 

Colorless to light yellow

CAS Number Unlabeled

112-80-1

CAS Number Unlabeled

112-80-1

Safety Information

WGK Germany 

3

OLEIC-1-13C ACID 99 ATOM % 13C Usage And Synthesis

Description

Oleic acid-¹³C is intended for use as an internal standard for the quantification of oleic acid (Item Nos. 90260 | 24659) by GC- or LC-MS. Oleic acid is a monounsaturated fatty acid and a major component of membrane phospholipids that has been found in human plasma, cell membranes, and adipose tissue. It contributes approximately 17% of the total fatty acids esterified to phosphatidylcholine, the major phospholipid class in porcine platelets. Oleic acid inhibits collagen-stimulated platelet aggregation by approximately 90% when used at a concentration of 10 μg/ml. It also inhibits fMLF-induced neutrophil aggregation and degranulation by 55 and 68%, respectively, when used at a concentration of 5 μM, similar to arachidonic acid (Item Nos. 90010 | 90010.1 | 10006607). Oleic acid (60 μM) induces release of intracellular calcium in human platelets. In vivo, oleic acid increases TNF-α, IL-8, IL-6, and IL-1β production, neutrophil accumulation, and apoptotic and necrotic cell death in mouse lung and has been used to induce lung injury in a mouse model of acute respiratory distress syndrome (ARDS).

Uses

Labelled Oleic acid. Obtained by the hydrolysis of various animal and vegetable fats and oils.

References

[1] KLAUS W.J WAHLE  Lesley I L P. Effects of isomeric cis and trans eighteen carbon monounsaturated fatty acids on porcine platelet function[J]. Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism, 1996, 1301 1: Pages 141-149. DOI: 10.1016/0005-2760(96)00025-2
[2] C. GON?ALVES-DE ALBUQUERQUE. Acute Respiratory Distress Syndrome: Role of Oleic Acid-Triggered Lung Injury and Inflammation[J]. Mediators of Inflammation, 2015, 2015 1. DOI: 10.1155/2015/260465
[3] P.H. NACCACHE. Modulation of Rabbit Neutrophil Aggregation and Degranulation by Free Fatty Acids[J]. Journal of Leukocyte Biology, 1984, 36 3: 333-340. DOI: 10.1002/jlb.36.3.333
[4] ATHANASSIA SIAFAKA-KAPADAI  Martin A J  Donald J Hanahan. Oleic acid-induced Ca2+ mobilization in human platelets: is oleic acid an intracellular messenger?[J]. Journal of lipid mediators and cell signalling, 1997, 15 3: Pages 215-232. DOI: 10.1016/s0929-7855(96)00554-8

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