11BETA-PROSTAGLANDIN E1 Chemical Properties

Boiling point:

531.0±50.0 °C(Predicted)

Density 

1.153±0.06 g/cm3(Predicted)

storage temp. 

Store at -20°C

solubility 

DMF: >100 mg/ml; DMSO: >100 mg/ml; Ethanol: >100 mg/ml; PBS pH 7.2: 3 mg/ml

form 

A crystalline solid

pka

4.76±0.10(Predicted)

color 

White to off-white

11BETA-PROSTAGLANDIN E1 Usage And Synthesis

Description

8-iso PGF_2α is an isoprostane produced by the non-enzymatic peroxidation of arachidonic acid in membrane phospholipids. It is present in human plasma in two distinct forms - esterified in phospholipids and as the free acid. The ratio of these two forms is approximately 2:1, with a total plasma 8-iso PGF_2α level of about 150 pg/ml in normal volunteers. In normal human urine, 8-iso PGF_2α levels are about 180-200 pg/mg of creatinine. 8-iso PGF_2α is a weak TP receptor agonist in vascular smooth muscle. Conversely, 8-iso PGF_2α inhibits platelet aggregation induced by U-46619 (10⁻⁶ M) and I-BOP (3 x 10⁻⁷ M) with IC₅₀ values of 1.6 x 10⁻⁶ M and 1.8 x 10⁻⁶ M, respectively.

Description

8-iso Prostaglandin F_2α (8-iso PGF_2α) is an isoprostane produced by the non-enzymatic peroxidation of arachidonic acid in membrane phospholipids. It is present in human plasma in two distinct forms - esterified in phospholipids and as the free acid. The ratio of these two forms is approximately 2:1, with a total plasma 8-iso PGF_2α level of about 150 pg/ml in normal volunteers. In normal human urine, 8-iso PGF_2α levels are about 180-200 pg/mg of creatinine. 8-iso PGF_2α is a weak TP receptor agonist in vascular smooth muscle. Conversely, 8-iso PGF_2α inhibits platelet aggregation induced by U-46619 (10⁻⁶ M) and I-BOP (3 x 10⁻⁷ M) with IC₅₀ values of 1.6 x 10⁻⁶ M and 1.8 x 10⁻⁶ M, respectively.

8-iso Prostaglandin F_2α MaxSpec^® standard is a quantitative grade standard of 8-iso Prostaglandin F_2α that has been prepared specifically for mass spectrometry and related applications where quantitative reproducibility is required. The solution has been prepared gravimetrically and is supplied in a deactivated glass ampule sealed under argon. The concentration was verified by comparison to an independently prepared calibration standard. This 8-iso Prostaglandin F_2α MaxSpec^® standard is guaranteed to meet identity, purity, stability, and concentration specifications and is provided with a batch-specific certificate of analysis. Ongoing stability testing is performed to ensure the concentration remains accurate throughout the shelf life of the product. Note: The amount of solution added to the vial is in excess of the listed amount. Therefore, it is necessary to accurately measure volumes for preparation of calibration standards. Follow recommended storage and handling conditions to maintain product quality.

Uses

(8-epi-prostaglandin F2a) A major metabolite of PGF2α. A prostaglandin derivative used as a biomarker in the diagnosis and treatment of cardiovascular-related diseases as well as biomarkers of total body oxidative stress.

Uses

A major metabolite of PGF2α. A prostaglandin derivative used as a biomarker in the diagnosis and treatment of cardiovascular-related diseases as well as biomarkers of total body oxidative stress.

Definition

ChEBI: A prostanoid that is prostaglandin F2alpha having inverted stereochemistry at the 8-position.

IC 50

Human Endogenous Metabolite

References

[1] JASON D. MORROW  L. J R I  Thomas M Harris. Noncyclooxygenase oxidative formation of a series of novel prostaglandins: Analytical ramifications for measurement of eicosanoids[J]. Analytical biochemistry, 1990, 184 1: Pages 1-10. DOI: 10.1016/0003-2697(90)90002-q
[2] J.D. MORROW  L. J R I  T A Minton. The F2-isoprostane, 8-epi-prostaglandin F2α, a potent agonist of the vascular thromboxane/endoperoxide receptor, is a platelet thromboxane/endoperoxide receptor antagonist[J]. Prostaglandins, 1992, 44 2: Pages 155-163. DOI: 10.1016/0090-6980(92)90077-7
[3] MICHITAKA KIRIYAMA. Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells[J]. British Journal of Pharmacology, 2009, 122 2: 217-224. DOI: 10.1038/sj.bjp.0701367
[4] SAMAR BASU  Bengt V  Annika Smedman. Conjugated linoleic acid induces lipid peroxidation in humans[J]. FEBS Letters, 2000, 468 1: Pages 33-36. DOI: 10.1016/s0014-5793(00)01193-5

11BETA-PROSTAGLANDIN E1(27415-26-5)Related Product Information

• Prostaglandin F2a
• Isoprostane Related Compound 1
• 8-ISOPROSTANE-D4
• 2,3-dinor-5,6-dihydro-15-F-isoprostane
• 8-ISOPROSTANE-D4
• [3H]-8-ISOPROSTANE
• 8,12-iso-isoprostane F2alpha-VI
• 8,12-iso-isoprostane F2alpha-III