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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 855487Erstellt: 24. Oktober 2026

Oxirane, methylene- → 7-Isojasmonic acid

https://huagongshe.com/de/reaction/855487

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktOxirane, methylene-HCID 3029326—
Edukt12-Oxo-phytodienoic acidHCID 5280411—
EduktLinoleic AcidHCID 5280450—
EduktLinolenic AcidHCID 5280934—
Edukt(9Z,12Z,15Z)-9,12,15-Octadecatrieneperoxoic acidHCID 6439905—
LösungsmittelJasmonic AcidHCID 5281166—
Produkt7-Isojasmonic acidHCID 7251183—

Reaktionsschritte

The first step in jasmonic acid biosynthesis is the formation of linoleic acid (Chemical Abstracts name: (Z,Z)-9,12-Octadecadienoic acid) and linolenic acid (Chemical Abstracts name: (Z,Z,Z)-9,12,15-Octadecatrienoic acid) from membrane lipid breakdown, catalysed by phospholipase. Linoleic and linolenic acid are converted to 13-hydroperoxylinolenic acid by the action of lipoxygenase. 13-hydroperoxylinolenic acid is converted into 12,13 expoxy-octadecatrienoic acid in the presence of allene oxide synthase (AOS), and then converted into 12-oxo-phytodienoic acid by allene oxide cyclase (AOC). Following reduction and three steps of β-oxidation, (+)-7-iso-jasmonic acid is formed.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07262151B2
Quelldatensatzuspto-grants-2007_08
ORD IDord-ffa33f04afc84218be758884d966223e
Quellennotizuspto-grants-2007_08