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Literature summary for 4.2.1.121 extracted from

  • Hamberg, M.
    Hidden stereospecificity in the biosynthesis of divinyl ether fatty acids (2005), FEBS J., 272, 736-743.
    View publication on PubMed

Organism

Organism UniProt Comment Textmining
Solanum tuberosum
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var. Bintje
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Reaction

Reaction Comment Organism Reaction ID
(9S,10E,12Z)-9-hydroperoxyoctadeca-10,12-dienoate = (8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoate + H2O selective removal of the pro-R hydrogen at C-8 in the biosynthesis of colneleic acid Solanum tuberosum

Source Tissue

Source Tissue Comment Organism Textmining
tuber
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Solanum tuberosum
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate selective removal of the pro-R hydrogen at C-8 in the biosynthesis of colneleic acid. Generation of colneleic acid from the (8R)-deuterated (9S)-hydroperoxide is accompanied by loss of most of the deuterium label (retention, 8%) Solanum tuberosum (8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoic acid + H2O i.e. colneleate ?
additional information irrespective of which hydroperoxide regioisomer serves as the substrate, divinyl ether synthases abstracting the pro-R hydrogen generate divinyl ethers having an (E)-vinyl ether double bond, whereas enzymes abstracting the pro-S hydrogen produce divinyl ethers having a (Z)-vinyl ether double bond Solanum tuberosum ?
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