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• W1880598511 abstract "The nonheme iron oxygenase VioC from Streptomyces vinaceus catalyzes Fe(II)-dependent and alpha-ketoglutarate-dependent Cbeta-hydroxylation of L-arginine during the biosynthesis of the tuberactinomycin antibiotic viomycin. Crystal structures of VioC were determined in complexes with the cofactor Fe(II), the substrate L-arginine, the product (2S,3S)-hydroxyarginine and the coproduct succinate at 1.1-1.3 A resolution. The overall structure reveals a beta-helix core fold with two additional helical subdomains that are common to nonheme iron oxygenases of the clavaminic acid synthase-like superfamily. In contrast to other clavaminic acid synthase-like oxygenases, which catalyze the formation of threo diastereomers, VioC produces the erythro diastereomer of Cbeta-hydroxylated L-arginine. This unexpected stereospecificity is caused by conformational control of the bound substrate, which enforces a gauche(-) conformer for chi(1) instead of the trans conformers observed for the asparagine oxygenase AsnO and other members of the clavaminic acid synthase-like superfamily. Additionally, the substrate specificity of VioC was investigated. The side chain of the L-arginine substrate projects outwards from the active site by undergoing interactions mainly with the C-terminal helical subdomain. Accordingly, VioC exerts broadened substrate specificity by accepting the analogs L-homoarginine and L-canavanine for Cbeta-hydroxylation." @default.
• W1880598511 created "2016-06-24" @default.
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• W1880598511 date "2009-06-11" @default.
• W1880598511 modified "2023-10-16" @default.
• W1880598511 title "Structural basis for the erythro-stereospecificity of the l-arginine oxygenase VioC in viomycin biosynthesis" @default.
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• W1880598511 doi "https://doi.org/10.1111/j.1742-4658.2009.07085.x" @default.
• W1880598511 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/2771579" @default.
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