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Literature summary for 1.13.11.79 extracted from

  • Wang, X.L.; Quan, J.M.
    Intermediate-assisted multifunctional catalysis in the conversion of flavin to 5,6-dimethylbenzimidazole by BluB: a density functional theory study (2011), J. Am. Chem. Soc., 133, 4079-4091.
    View publication on PubMed
Search for more literature for 1.13.11.79

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
FMNH2 + NADH + H+ + O2 + alloxan Sinorhizobium meliloti
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 5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + NAD+ + dialuric acid
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Organism

Organism UniProt Comment Textmining
Sinorhizobium meliloti
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-
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Reaction

Reaction Comment Organism Reaction ID
FMNH2 + O2 = 5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + other product(s) intermediate-assisted reaction mechanism in multifunctional catalysis, conversion of FMNH2 to 5,6-dimethylbenzimidazole proceeds via more than 14 steps in two distinct stages, modeling, analysis of crystal structure and geometry optimization, detailed overview Sinorhizobium meliloti
a

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
FMNH2 + NADH + H+ + O2 + alloxan
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 Sinorhizobium meliloti 5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + NAD+ + dialuric acid
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 ?
FMNH2 + NADH + H+ + O2 + alloxan in the first stage, BluB catalyzes the incorporation of dioxygen, and the fragmentation of the isoalloxazine ring of FMNH2 to form alloxan and the ribityl dimethylphenylenediimine. In the second stage, BluB exploits alloxan as a multifunctional cofactor, such as a proton donor, a proton acceptor, and a hydride acceptor, to catalyze the remaining no fewer than 10 steps of the reaction. The retro-aldol cleavage of the C1'-C2' bond of intermediate ribityl dimethylphenylenediimine is the rate-determining step, active site model of BluB, overview. The highly conserved residue Asp32 plays critical roles in multiple steps of the conversion by serving as a proton acceptor or a proton shuttle, and another conserved residue Ser167 plays its catalytic role mainly in the rate-determining step by stabilizing the protonated retro-aldol precursor. Formation of peroxyflavin intermediate, overview Sinorhizobium meliloti 5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + NAD+ + dialuric acid
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 ?

Synonyms

Synonyms Comment Organism
BluB
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 Sinorhizobium meliloti

Cofactor

Cofactor Comment Organism Structure
NADH
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 Sinorhizobium meliloti