4.2.1.B7: (8Z)-colneleic acid synthase
This is an abbreviated version!
For detailed information about (8Z)-colneleic acid synthase, go to the full flat file.
Reaction
Synonyms
(8Z)-colnelenic acid synthase, 8(Z)-colneleic acid synthase, 8(Z)-colnelenic acid synthase
ECTree
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Substrates Products
Substrates Products on EC 4.2.1.B7 - (8Z)-colneleic acid synthase
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REACTION DIAGRAM
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
(8Z)-9-[(1E,3E)-nona-1,3-dien-1-yloxy]non-8-enoic acid + H2O
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generation of (8Z)-colneleic acid from the (8R)-deuterated (9S)-hydroperoxide is accompanied by retention (98%) of most of the deuterium label
i.e. (8Z)-colneleic acid
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(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
(8Z)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoic acid + H2O
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i.e. (8Z)-colneleic acid
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?
(9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoate
(8Z)-9-[(1E,3Z,6Z)-nona-1,3,6-trien-1-yloxy]non-8-enoic acid
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i.e. (8Z)-colnelenic acid
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?
additional information
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irrespective of which hydroperoxide regioisomer served 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
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