Cited by 62Inflammatory mediators and NSAID effectsEicosanoids and Hypertension PharmacologyAldose Reductase and Taurine

Stereospecific conversion of prostaglandin D2 to (5Z,13E)-(15S)-9 alpha-11 beta,15-trihydroxyprosta-5,13-dien-1-oic acid (9 alpha,11 beta-prostaglandin F2) and of prostaglandin H2 to prostaglandin F2 alpha by bovine lung prostaglandin F synthase.

Open access
Watanabe, K, Iguchi, Y, Iguchi, S, Arai, Y, Hayaishi, O, Roberts, L J·1986·Proceedings of the National Academy of Sciences

Abstract

A prostaglandin F (PGF) synthase was recently purified from bovine lung that catalyzed the reduction of both PGH2 and PGD2 but at different active sites on the enzyme. In view of the recent finding that PGD2 is stereospecifically reduced to a unique biologically active compound, (5Z, 13E)-(15S)-9 alpha, 11 beta, 15-trihydroxyprosta-5,13-dien-1-oic acid (9 alpha,11 beta-PGF2 or 11-epi-PGF2 alpha), by a human liver cytosolic enzyme, detailed characterization of the products formed from PGH2 and PGD2 by the bovine lung PGF synthase was carried out. Chromatographic characteristics of the products formed and stereochemical analysis procedures using mass spectrometry indicated that the enzyme stereospecifically reduces PGH2 to PGF2 alpha, whereas PGD2 is stereospecifically converted to 9 alpha,11 beta-PGF2. The finding that this enzyme catalyzes the formation of both C-11 hydroxy epimers of PGF2, albeit from different substrates, is of interest in that these two compounds may exert different biological actions.

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Crossref · 10.1073/pnas.83.6.1583

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17 of 17 references verified0 citation errors · 0 not checkable

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  • 11-β-PGF2α is the principal immediate metabolic product of both PGD2 and PGE2.

    “11-β-PGF 2α is the principal immediate metabolic product of both PGD 2 and PGE 2 [72][73][74].”

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Authors
Watanabe, K., Iguchi, Y., Iguchi, S., Arai, Y., Hayaishi, O., & Roberts, L. J.
Venue
Proceedings of the National Academy of Sciences
Published
1986-03
Volume
83
Issue
6
Pages
1583-1587
ISSN
  • 0027-8424 (ISSN-L)
  • 1091-6490
OpenAlex
W2044540806
Cited by
62
References
17
Citations by year
2021: 1 · 2020: 2 · 2014: 5 · 2013: 2 · 2012: 1
FWCI
5.18
Type
journal article
Language
en
Open access
Locations
  • Proceedings of the National Academy of Sciences (publishedVersion)
  • PubMed Central (publishedVersion)
  • PubMed (publishedVersion)
Funders
National Institute of General Medical Sciences (GM 15431)
Topics
  • Health Sciences › Medicine › Pharmacology › Inflammatory mediators and NSAID effects
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Biochemistry › Eicosanoids and Hypertension Pharmacology
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Cell Biology › Aldose Reductase and Taurine
Keywords
prostaglandin F synthase, prostaglandin F2alpha, prostaglandin D2, prostaglandin H2, stereospecific reduction, bovine lung, prostaglandin synthesis, enzyme active site
MeSH terms
Animals, Binding Sites, Cattle, Hydroxyprostaglandin Dehydrogenases, Lung, Molecular Conformation, Prostaglandin Endoperoxides, Prostaglandin Endoperoxides, Synthetic, Prostaglandins D, Prostaglandins F, Prostaglandins H, Substrate Specificity, Prostaglandin D2, Dinoprost, Prostaglandin H2

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