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Your query returned 1 entry. Printable version
EC | 1.14.13.250 | ||||||||||
Accepted name: | nitrosourea synthase | ||||||||||
Reaction: | Nω-methyl-L-arginine + 2 NADH + 2 H+ + 3 O2 = Nδ-hydroxy-Nω-methyl-Nω-nitroso-L-citrulline + 2 NAD+ + 3 H2O (overall reaction) (1a) Nω-methyl-L-arginine + NADH + H+ + O2 = Nδ-hydroxy-Nω-methyl-L-arginine + NAD+ + H2O (1b) Nδ-hydroxy-Nω-methyl-L-arginine + NADH + H+ + O2 = Nδ,Nω′-dihydroxy-Nω-methyl-L-arginine + NAD+ + H2O (1c) Nδ,Nω′-dihydroxy-Nω-methyl-L-arginine + O2 = Nδ-hydroxy-Nω-methyl-Nω-nitroso-L-citrulline + H2O |
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Glossary: | Nδ-hydroxy-Nω-methyl-Nω-nitroso-L-citrulline = N5-hydroxy-N5-[methyl(nitroso)carbamoyl]-L-ornithine | ||||||||||
Other name(s): | sznF (gene name); StzF | ||||||||||
Systematic name: | Nω-methyl-L-arginine,NADH:oxygen oxidoreductase (Nδ-hydroxy-Nω-methyl-Nω-nitroso-L-citrulline-forming) | ||||||||||
Comments: | The enzyme, characterized from the bacterium Streptomyces achromogenes subsp. streptozoticus, catalyses a complex multi-step reaction during the biosynthesis of the glucosamine-nitrosourea antibiotic streptozotocin. The overall reaction is an oxidative rearrangement of the guanidine group of Nω-methyl-L-arginine, generating an N-nitrosourea product. The enzyme hydroxylates its substrate at the Nδ position, followed by a second hydroxylation at the Nω′ position. It then catalyses an oxidative rearrangement to form Nδ-hydroxy-Nω-methyl-Nω-nitroso-L-citrulline. This product is unstable, and degrades non-enzymically into nitric oxide and the denitrosated product Nδ-hydroxy-Nω-methyl-L-citrulline. The enzyme contains two active sites, each of which utilizes a different iron-containing cofactor. | ||||||||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc, PDB | ||||||||||
References: |
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