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Literature summary for 1.18.6.1 extracted from

  • Ni, F.; Lee, C.C.; Hwang, C.S.; Hu, Y.; Ribbe, M.W.; McKenna, C.E.
    Reduction of fluorinated cyclopropene by nitrogenase (2013), J. Am. Chem. Soc., 135, 10346-10352.
    View publication on PubMed

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
5.4
-
3,3-difluorocyclopropene pH 7.5, 30°C Azotobacter vinelandii

Organism

Organism UniProt Comment Textmining
Azotobacter vinelandii
-
-
-
Azotobacter vinelandii OP
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3,3-difluorocyclopropene + dithionite
-
Azotobacter vinelandii propene + 2-fluoropropene + ? major products providing evidence for reductive C-F bond cleavage. Synthesis of propene requires 6 e-/6 H+ and of 2-fluoropropene requires 4 e-/4 H+. In both products, C=C bond cleavage rather than C-C bond cleavage is involved. No selectivity is observed in formation of cis and trans isomers of 1,3-d2-2-fluoropropene, whereas cis-1,3-d2-propene is the predominant 1,3-d2-propene product, indicating that one of the bound reduction intermediates on the pathway to propene is constrained geometrically. Reduction requires both N2ase proteins MoFe and Fe protein, ATP, and an exogenous reductant such as dithionite. A reduction mechanism, consistent with hydride transfer as a key step, is discussed ?
3,3-difluorocyclopropene + dithionite
-
Azotobacter vinelandii OP propene + 2-fluoropropene + ? major products providing evidence for reductive C-F bond cleavage. Synthesis of propene requires 6 e-/6 H+ and of 2-fluoropropene requires 4 e-/4 H+. In both products, C=C bond cleavage rather than C-C bond cleavage is involved. No selectivity is observed in formation of cis and trans isomers of 1,3-d2-2-fluoropropene, whereas cis-1,3-d2-propene is the predominant 1,3-d2-propene product, indicating that one of the bound reduction intermediates on the pathway to propene is constrained geometrically. Reduction requires both N2ase proteins MoFe and Fe protein, ATP, and an exogenous reductant such as dithionite. A reduction mechanism, consistent with hydride transfer as a key step, is discussed ?