Preparative hplc purification of prostaglandin endoperoxides and isolation of novel cyclooxygenase-derived arachidonic acid metabolites

Hecker, Markus; Hatzelmann, Armin; Ullrich, Volker

doi:10.1016/0006-2952(87)90175-4

Cited by 21 publications

(10 citation statements)

References 15 publications

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“…Physiological or pathophysiological conditions of a regulation by peroxynitrite should be found besides the already published occurrence of nitrated enzyme in atherosclerotic plaques (Zou et al, 1999a Microsomes from sheep seminal vesicles were prepared according to the method described by Hammarström, 1980. 14 C-PGH 2 was prepared by incubation of 14 C-AA (BioTrend) with sheep seminal microsomes (Graff, 1982) followed by normal phase HPLC separations (Hecker et al, 1987) …”

Section: Aims Of This Studymentioning

confidence: 99%

Superoxide as a Messenger of Endothelial Function

Ullrich

Bachschmid²

2000

Biochemical and Biophysical Research Communications

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Section: Aims Of This Studymentioning

confidence: 99%

Superoxide as a Messenger of Endothelial Function

Ullrich

Bachschmid²

2000

Biochemical and Biophysical Research Communications

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“…p4C]PGH2 was prepared by incubation of [14C]arachidonic acid with sheep seminal microsomes followed by normal phase HPLC preparations as described [9].…”

Section: Biosynthesis Of [14c]pgh2mentioning

confidence: 99%

Peroxynitrite formed by simultaneous generation of nitric oxide and superoxide selectively inhibits bovine aortic prostacyclin synthase

1996

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The effect of various oxidants on bovine aortic prostacyelin synthase was tested with 14C-labelled prostaglandiu endoperoxide as substrate. No sensitivity against hydrogen peroxide, superoxide or hydroxyl radicals was observed but hypochlorite Inhibited with an ICso value of 7 p.M. Among the reactive nitrogen species nitric oxide and nitrogen dioxide radicals were Ineffective, but peroxynitrite Irreversibly blocked probtacyclin biosynthesis with an IC.~o value of 50 riM. Peroxynltrite acted within seconds whereas hypochlorite required up to 30 rain for completion. Simultaneous generation of nitric oxide and superoxlde also earned inhibition which suggested that under pathological conditions like bchemla-reperfudon not only the vasodilatory effects of nitric oxide but also those of prostacyclin could be eliminated.

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“…After incubation with different agonists, cells were rinsed twice with NaCVP,, pH 7.4, and stimulated with 14C-labeled arachidonic acid (final concentration 5 pM) for 15 min at 37°C or with 14C-labeled PGH, [30] for 2 min at 25°C. The reaction was stopped by adding four volumes ethylacetate.…”

Section: Methodsmentioning

confidence: 99%

Activin A and Retinoic Acid Synergize in Cyclooxygenase‐1 and Thromboxane Synthase Induction During Differentiation of J774.1 Macrophages

Nüsing

Mohr

Ullrich

1995

European Journal of Biochemistry

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The murine macrophage cell line J774.1 was used to study the development of prostanoid biosynthesis under the influence of activin A and retinoic acid. Treatment of cells with 3 nM activin A for 48 h increased the biosynthesis of the prostaglandins E,, D,, FZa and thromboxane A, more than fourfold due to an induction of cyclooxygenase-1 while cyclooxygenase-2 was unaffected. Transforming growth factor-/I acted in a similar way. Retinoic acid, when present alone, was without effect on the total cyclooxygenase products and only slightly changed the pattern of prostanoids. However, when coincubated with activin A, retinoic acid specifically induced the synthesis of thromboxane-A-synthase-specific mRNA and induced an increase in enzyme activity with a synergistic effect on cyclooxygenase-1 protein and mRNA. JunB, but not c-jun, mRNA expression was found under these conditions in addition to a transient c-fos mRNA increase. The combination of activin A and retinoid acid may be regarded as a differentiation model to study the development of cell-specific prostanoid patterns in macrophages and possibly other differentiating cells.Keywords. Activin A ; retinoic acid ; cyclooxygenases ; prostaglandins ; differentiation.Prostanoids, consisting of the various prostaglandins, thromboxane and prostacyclin, regulate diverse cellular functions under physiological and pathophysiological conditions [ 13. They act in an autocrine or paracrine way and are derived from the same precursor, prostaglandin (PG) endoperoxide, which is made available from arachidonic acid by the enzyme cyclooxygenase. This enzyme, at the branchpoint of prostanoid synthesis, is known to exist in two isoforms, cyclooxygenase-1 and cyclooxygenase-2. Cyclooxygenase-1 is encoded by a housekeeping gene and generally thought to be ubiquitously expressed at a basal level for the various physiological roles of prostanoids in cells and tissues ([2-61, for review see [7]), whereas the expression of cyclooxygenase-2, the product of an immediate early gene, is regulated by inflammatory signals, such as cytokines, growth factors or lipopolysaccharides ([8-121, for review see 113 3 ) . While after arachidonate release the concentrations of the generated prostanoids seem to be regulated by the activity of cyclooxygenase, the prostanoid pattern is determined by the presence and activity of the subsequent isomerases, leading to PGE2, PGD2, PGF,,, prostacyclin and thromboxane. It has been widely accepted that each cell type, and even each differentiation stage, possesses a characteristic composition of such enzymes, resulting in a specific pattern of prostanoids. At present, attention is mainly focused on the expression of cyclooxygenase and, due to a lack of molecular tools, less attention is being paid to the regulation of the secondary enzymes leading to the cellspecific prostanoid patterns.

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Preparative hplc purification of prostaglandin endoperoxides and isolation of novel cyclooxygenase-derived arachidonic acid metabolites

Cited by 21 publications

References 15 publications

Superoxide as a Messenger of Endothelial Function

Superoxide as a Messenger of Endothelial Function

Peroxynitrite formed by simultaneous generation of nitric oxide and superoxide selectively inhibits bovine aortic prostacyclin synthase

Activin A and Retinoic Acid Synergize in Cyclooxygenase‐1 and Thromboxane Synthase Induction During Differentiation of J774.1 Macrophages

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