Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary for 1.14.99.67 extracted from

  • Komor, A.; Rivard, B.; Fan, R.; Guo, Y.; Que, L.; Lipscomb, J.
    Mechanism for six-electron aryl-N-oxygenation by the non-heme diiron enzyme CmlI (2016), J. Am. Chem. Soc., 138, 7411-7421 .
    View publication on PubMedView publication on EuropePMC
Search for more literature for 1.14.99.67

Organism

Organism UniProt Comment Textmining
Streptomyces venezuelae F2RB83
-
-
Streptomyces venezuelae DSM 40230 F2RB83
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
N-[(1R,2R)-1-(4-aminophenyl)-1,3-dihydroxypropan-2-yl]-2,2-dichloroacetamide + reduced phenazine methosulfate + 2 O2
-
 Streptomyces venezuelae chloramphenicol + phenazine methosulfate + 2 H2O
-
 ?
N-[(1R,2R)-1-(4-aminophenyl)-1,3-dihydroxypropan-2-yl]-2,2-dichloroacetamide + reduced phenazine methosulfate + 2 O2
-
 Streptomyces venezuelae DSM 40230 chloramphenicol + phenazine methosulfate + 2 H2O
-
 ?

General Information

General Information Comment Organism
physiological function during the catalytic cycle substrate N-[(1R,2R)-1-(4-aminophenyl)-1,3-dihydroxypropan-2-yl]-2,2-dichloroacetamide reacts with a long-lived peroxo intermediate to form a NH(OH)-chloramphenicol species and diferric CmlI. Then the NH(OH)-chloramphenicol re-reduces the enzyme diiron cluster, allowing the peroxo species to re-form upon O2 binding, while itself being oxidized to NO-chloramphenicol. Finally, the re-formed peroxo species oxidizes NO-chloramphenicol to chloramphenicol with incorporation of a second O2-derived oxygen atom. The complete six-electron oxidation requires only two exogenous electrons and may occur in one active site Streptomyces venezuelae