15‐Hydroperoxy‐PGE 2 : Intermediate in Mammalian and Algal Prostaglandin Biosynthesis | Zendy

Jagusch Hans | Zendy; Werner Markus | Zendy; Werz Oliver | Zendy; Pohnert Georg | Zendy

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15‐Hydroperoxy‐PGE 2 : Intermediate in Mammalian and Algal Prostaglandin Biosynthesis

Author(s) -

Jagusch Hans,

Werner Markus,

Werz Oliver,

Pohnert Georg

Publication year - 2019

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201910461

Subject(s) - biosynthesis , arachidonic acid , prostaglandin e , metabolite , prostaglandin , biochemistry , secondary metabolite , chemistry , biology , enzyme , gene

Arachidonic‐acid‐derived prostaglandins (PGs), specifically PGE 2 , play a central role in inflammation and numerous immunological reactions. The enzymes of PGE 2 biosynthesis are important pharmacological targets for anti‐inflammatory drugs. Besides mammals, certain edible marine algae possess a comprehensive repertoire of bioactive arachidonic‐acid‐derived oxylipins including PGs that may account for food poisoning. Described here is the analysis of PGE 2 biosynthesis in the red macroalga Gracilaria vermiculophylla that led to the identification of 15‐hydroperoxy‐PGE 2 , a novel precursor of PGE 2 and 15‐keto‐PGE 2 . Interestingly, this novel precursor is also produced in human macrophages where it represents a key metabolite in an alternative biosynthetic PGE 2 pathway in addition to the well‐established arachidonic acid‐PGG 2 ‐PGH 2 ‐PGE 2 route. This alternative pathway of mammalian PGE 2 biosynthesis may open novel opportunities to intervene with inflammation‐related diseases.

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