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Literature summary for 4.1.99.11 extracted from

  • Qiao, C.; Marsh, E.N.G.
    Mechanism of benzylsuccinate synthase: Stereochemistry of toluene addition to fumarate and maleate (2005), J. Am. Chem. Soc., 127, 8608-8609.
    View publication on PubMed

Organism

Organism UniProt Comment Textmining
Thauera aromatica
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Source Tissue

Source Tissue Comment Organism Textmining
culture condition:toluene-grown cell
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Thauera aromatica
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
[d3-methyl]toluene + fumarate deuterium is transferred from toluene to the C-3 pro-(S) position of benzylsuccinate, implying that the addition of toluene to the double bond of fumarate is syn Thauera aromatica ?
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?
[d3-methyl]toluene + maleate addition of toluene occurs in anti fashion. Formation of the C-3 radical of the benzylsuccinate as an intermediate, in which rotation about the C-2-C-3 bond can occur to relieve the sterically unfavorable cis conformation Thauera aromatica ?
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?

Synonyms

Synonyms Comment Organism
BSS
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Thauera aromatica