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Literature summary for 4.2.1.B8 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
Allium sativum
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Source Tissue

Source Tissue Comment Organism Textmining
bulb
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Allium sativum
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tuber
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Allium sativum
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate an essentially complete loss of isotope is noted with the (14R)-deuterated precursor, whereas incubation of the (14S)-deuterated precursor affords products that retain most of the deuterium label Allium sativum (9Z,11E)-12-[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + H2O i.e. etheroleic acid ?
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate an essentially complete loss of isotope is noted with the (14R)-deuterated precursor, whereas incubation of the (14S)-deuterated precursor affords products that retained most of the deuterium label Allium sativum (9Z,11E)-12-[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + H2O i.e. etheroleic acid ?
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 Allium sativum ?
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