5.3.3.18: 2-(1,2-epoxy-1,2-dihydrophenyl)acetyl-CoA isomerase
This is an abbreviated version!
For detailed information about 2-(1,2-epoxy-1,2-dihydrophenyl)acetyl-CoA isomerase, go to the full flat file.
Reaction
Synonyms
paaG
ECTree
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Substrates Products
Substrates Products on EC 5.3.3.18 - 2-(1,2-epoxy-1,2-dihydrophenyl)acetyl-CoA isomerase
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REACTION DIAGRAM
2-oxepin-2(3H)-ylideneacetyl-CoA
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enzyme acts as a ring 1,2-epoxyphenylacetyl-CoA isomerase forming oxepin-CoA. It mediates the formation and stabilization of the enolate form by abstracting a proton from the side chain at C2 of ring 1,2-epoxyphenylacetyl-CoA. Addition of the abstracted proton to C8, which becomes C4, of the ring leads to a rearrangement of the double bonds and results in a C-C cleavage of the two epoxy-C-O bonds, yielding the oxepin
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2-(1,2-epoxy-1,2-dihydrophenyl)acetyl-CoA
2-oxepin-2(3H)-ylideneacetyl-CoA
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enzyme acts as a ring 1,2-epoxyphenylacetyl-CoA isomerase forming oxepin-CoA. It mediates the formation and stabilization of the enolate form by abstracting a proton from the side chain at C2 of ring 1,2-epoxyphenylacetyl-CoA. Addition of the abstracted proton to C8, which becomes C4, of the ring leads to a rearrangement of the double bonds and results in a C-C cleavage of the two epoxy-C-O bonds, yielding the oxepin
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2-(1,2-epoxy-1,2-dihydrophenyl)acetyl-CoA
2-oxepin-2(3H)-ylideneacetyl-CoA
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r
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enzyme may undergo isomerization or a ring-opening reaction via a Delta3,Delta2-enoyl-CoA isomerase-like mechanism
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additional information
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Thermus thermophilus HB8 / ATCC 27634 / DSM 579
enzyme may undergo isomerization or a ring-opening reaction via a Delta3,Delta2-enoyl-CoA isomerase-like mechanism
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