Oxirane, methylene- → 7-Isojasmonic acid

HRID 855487

反応式

HRID 855487 の反応式
[C:1]([OH:20])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11]/[CH:12]=C\CCCCC.CC/C=C\C/C=C\C/C=C\CCCCCCCC(O)=[O:39].CC/C=C\C/C=C\C/C=C\CCCCCCCC(OO)=O.C1OC1=C.CC/C=C\C[C@@H]1C(=O)C=C[C@@H]1CCCCCCCC(O)=O>CC/C=C\C[C@H]1C(=O)CC[C@@H]1CC(O)=O>[CH3:12][CH2:11]/[CH:10]=[CH:9]\[CH2:8][C@@H:7]1[C:6](=[O:39])[CH2:5][CH2:4][C@@H:3]1[CH2:2][C:1]([OH:20])=[O:19]

参加物

7

反応物 5

HCID 3029326Oxirane, methylene-2 回HCID 528041112-Oxo-phytodienoic acidHCID 5280450Linoleic Acid2 回HCID 5280934Linolenic Acid2 回HCID 6439905(9Z,12Z,15Z)-9,12,15-Octadecatrieneperoxoic acid2 回

生成物 1

HCID 72511837-Isojasmonic acid

試薬・触媒・溶媒 1

HCID 5281166Jasmonic Acid溶媒

実験手順

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.

出典と根拠

ORDレコード
ord-ffa33f04afc84218be758884d966223e
出典データセット
uspto-grants-2007_08
特許番号
US07262151B2

関連ノート

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