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211105-40-7

211105-40-7 Structure

211105-40-7 Structure
IdentificationBack Directory
[Name]

8-EPI PGF2ALPHA-D4
[CAS]

211105-40-7
[Synonyms]

IPF2ALPHA-IIID4
8-ISOPROSTANE-D4
8-EPI PGF2ALPHA-D4
8-iso Prostaglandin F2α-d4
PXGPLTODNUVGFL-FLRLWOSLSA-N
8-ISO PROSTAGLANDIN F2ALPHA-D4
9ALPHA, 11ALPHA, 15S-TRIHYDROXY-(8BETA)-PROSTA-5Z, 13E-DIEN-1-OIC-3,3,4,4-D4 ACID
[Molecular Formula]

C20H30D4O5
[MDL Number]

MFCD00797664
[MOL File]

211105-40-7.mol
[Molecular Weight]

358.51
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

10 mM Na2CO3: >6.5 mg/ml (from PGF2a),DMF: >100 mg/ml (from PGF2a),DMSO: >100 mg/ml (from PGF2a),Ethanol: >100 mg/ml (from PGF2a),PBS pH 7.2: >10 mg/ml (from PGF2a)
Safety DataBack Directory
[Symbol(GHS) ]


GHS02,GHS07
[Signal word ]

Danger
[Hazard statements ]

H225-H319-H336
[Precautionary statements ]

P210-P240-P241-P242-P243-P261-P264-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P337+P313-P370+P378-P403+P233-P403+P235-P405-P501
Hazard InformationBack Directory
[Biological Activity]

8-iso PGF2α-d4 contains four deuterium atoms at the 3, 3', 4, and 4' positions. It is intended for use as an internal standard for the quantification of 8-iso PGF2α by GC- or LC-mass spectrometry. 8-iso Prostaglandin F2α (8-iso PGF2α) is an isoprostane produced by the non-enzymatic peroxidation of arachidonic acid in membrane phospholipids.1,2,3 It circulates in human plasma in two distinct forms - esterified in LDL phospholipids and as the free acid. The ratio of these two forms is approximately 2:1, with a total plasma 8-iso PGF2α level of about 150 pg/ml in normal volunteers. In normal human urine, 8-iso PGF2α levels are about 180-200 pg/mg of creatinine.1,2 8-iso PGF2α is a weak TP receptor agonist in vascular smooth muscle.4 Conversely, 8-iso PGF2α 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.3
[References]

1.Morrow, J.D., Hill, K.E., Burk, R.F., et al.A series of prostaglandin F2-like compounds are produced in vivo in humans by a non-cyclooxygenase, free radical-catalyzed mechanismProc. Natl. Acad. Sci. U.S.A.87(23)9383-9387(1990) 2.Morrow, J.D., Harris, T.M., and Roberts, L.J., IINoncyclooxygenase oxidative formation of a series of novel prostaglandins: Analytical ramifications for measurement of eicosanoidsAnal. Biochem.184(1)1-10(1990) 3.Morrow, J.D., Minton, T.A., and Roberts, L.J., IIThe F2-isoprostane, 8-epi-prostaglandin F2α, a potent agonist of the vascular thromboxane/endoperoxide receptor, is a platelet thromboxane/endoperoxide receptor antagonistProstaglandins44(2)155-163(1992) 4.Kiriyama, M., Ushikubi, F., Kobayashi, T., et al.Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cellsBr. J. Pharmacol.122(2)217-224(1997)
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