EC Number   |
General Information |
Reference |
|---|
  1.14.11.78 | metabolism |
-NC bond formation involves two cycles of Fe/2OG enzyme catalysis, each consuming an oxygen molecule and a 2-oxoglutarate molecule. The reaction starts with an Fe(IV)-oxo catalyzed hydroxylation |
763896 |
| 1.14.11.78 | metabolism |
isonitrile can only be formed through two consecutive catalytic cycles that both use one molecule of dioxygen and 2-oxoglutarate. In both cycles the active species is an iron(IV)-oxo species that in the first reaction cycle reacts through two consecutive hydrogen atom abstraction steps, first from the N-H group and thereafter from the C-H group to desaturate the NH-CH2 bond. The electronic configurations along that pathway implicate an initial hydride transfer followed by proton transfer. A second catalytic cycle of the reaction of iron(IV)-oxo with desaturated substrate starts with hydrogen atom abstraction followed by decarboxylation to give isonitrile directly |
765853 |
| 1.14.11.78 | metabolism |
the ScoE reaction initiates with C5 hydroxylation of (R)-3-((carboxymethyl)amino)butanoic acid. The hydroxylated product undergoes dehydration presumably mediated by Tyr96 to synthesize the C5 imine in a trans configuration. (R)-3-isocyanobutanoic acid is finally generated through radical-based decarboxylation of the imine |
764982 |
| 1.14.11.78 | metabolism |
the ScoE-catalyzed reaction contains two decoupled parts, desaturation and decarboxylation. The FeIV-oxo-triggered desaturation includes two consecutive H-abstractions. In the second stage reaction, the decarboxylation of the substrate radical generated by H-abstraction is calculated to be quite easy. The electron transfer from the substrate to the iron center is the key factor for lowering the barrier of decarboxylation. The central iron ion is responsible for H-abstraction and also acts as an electron relay station for decarboxylation. This electron transfer is coupled with a proton transfer, in which R310 and the associated H-bonding network play a critical role. The first C-N desaturation is the rate-limiting step of the whole catalysis with an overall energy barrier of 17.6 or 16.9 kcal/mol in two competitive pathways |
763784 |
| 1.14.11.78 | physiological function |
enzyme is involved in the biosynthesis of isonitrile lipopeptides (INLPs) through a thio-template mechanism. Deletion of INLP biosynthetic genes decreases the intracellular metal concentration |
765674 |
| 1.14.11.78 | physiological function |
enzyme is involved in the biosynthesis of isonitrile lipopeptides (INLPs) through a thio-template mechanism. Isonitrile is generated from a single precursor Gly by a thioesterase and nonheme iron(II)-dependent oxidase ScoE. ScoD catalyzes a Michael addition of Gly to the beta-position of an alpha,beta-unsaturated fatty acyl-ACP to yield an N-carboxymethyl-3-aminoacyl-ACP. ScoE catalyzes the subsequent oxidation and decarboxylation to yield a beta-isonitrile moiety |
765674 |
