1.13.11.79: aerobic 5,6-dimethylbenzimidazole synthase

This is an abbreviated version!
For detailed information about aerobic 5,6-dimethylbenzimidazole synthase, go to the full flat file.

Reaction

Synonyms

BluB, bluB/cobT2, DMB-synthase, EC 1.14.99.40, flavin destructase, flavin destructase enzyme

ECTree

     1 Oxidoreductases

         1.13 Acting on single donors with incorporation of molecular oxygen (oxygenases)

             1.13.11 With incorporation of two atoms of oxygen

                1.13.11.79 aerobic 5,6-dimethylbenzimidazole synthase

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Results	in table
2849	AA Sequence
5	Cloned(Commentary)
2	Cofactor
8	General Information
1	Inhibitors
1	Ki Value [mM]
4	KM Value [mM]
4	Molecular Weight [Da]
7	Natural Substrates/ Products (Substrates)
12	Organism
5	Pathway
1	pH Optimum
19	Protein Variants
3	Purification (Commentary)
2	Reaction
12	Reference
14	Substrates and Products (Substrate)
3	Subunits
20	Synonyms
1	Systematic Name
3	Turnover Number [1/s]

Substrates Products

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Substrates Products on EC 1.13.11.79 - aerobic 5,6-dimethylbenzimidazole synthase

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SUBSTRATE

PRODUCT                       

REACTION DIAGRAM

ORGANISM

UNIPROT

COMMENTARY
(Substrate)

LITERATURE
(Substrate)

COMMENTARY
(Product)

LITERATURE
(Product)

Reversibility
r=reversible
ir=irreversible
?=not specified

FMNH2 + NADH + H+ + O2

5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + NAD+ + ?

3 entries

FMNH2 + NADH + H+ + O2 + alloxan

5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + NAD+ + dialuric acid

2 entries

FMNH2 + NADH + H+ + O2 + H2O

5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + NAD+ + ?

Rhodospirillum rubrum

Q2RNG5

-

689775

-

-

?

FMNH2 + NADPH + H+ + O2

5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + NADP+ + ?

Sinorhizobium meliloti

-

-

705877

-

-

r

FMNH2 + O2

5,6-dimethylbenzimidazole + ?

2 entries

FMNH2 + O2

5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + dialiric acid + pyrimidinetrione + alloxan

Sinorhizobium meliloti

-

the rate of formation of the intermediate product unprotonated C4a-peroxyflavin is influenced by substitutions at C8 of FMN

764145

-

-

?

FMNH2 + O2

5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + other product(s)

2 entries

FMNH2 + O2

5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + urea + ?

2 entries

FMNH2 + NADH + H+ + O2

5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + NAD+ + ?

Sinorhizobium meliloti

-

-

705877

-

-

?

FMNH2 + NADH + H+ + O2

5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + NAD+ + ?

Sinorhizobium meliloti

Q92PC8

-

728760

5,6-dimethylbenzimidazole is the lower axial ligand of vitamin B12, i.e. cobalamin

-

?

FMNH2 + NADH + H+ + O2

5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + NAD+ + ?

Sinorhizobium meliloti

Q92PC8

BluB fragments a flavin isoalloxazine ring

728760

-

-

?

FMNH2 + NADH + H+ + O2 + alloxan

5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + NAD+ + dialuric acid

Sinorhizobium meliloti

-

-

715295

-

-

?

FMNH2 + NADH + H+ + O2 + alloxan

5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + NAD+ + dialuric acid

Sinorhizobium meliloti

-

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

715295

-

-

?

FMNH2 + O2

5,6-dimethylbenzimidazole + ?

Sinorhizobium meliloti

-

FMNH2 reacts with oxygen to yield flavin hydroperoxide, which then undergoes a ring expansion with loss of a water molecule to produce intermediate A. This disintegrates further as a result of four hydrolysis reactions in which it is attacked by water molecules. The resulting diaminobenzene product undergoes two oxidation reactions, to form 5,6-dimethylbenzimidazole

730461

-

-

?

FMNH2 + O2

5,6-dimethylbenzimidazole + ?

Trichodesmium sp.

-

-

764756

-

-

?

FMNH2 + O2

5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + other product(s)

Propionibacterium freudenreichii subsp. shermanii

D7GJ95

-

745700

-

-

?

FMNH2 + O2

5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + other product(s)

Propionibacterium freudenreichii subsp. shermanii DSM 4902

D7GJ95

-

745700

-

-

?

FMNH2 + O2

5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + urea + ?

Priestia megaterium

-

-

728590

-

-

?

FMNH2 + O2

5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + urea + ?

Rhodobacter capsulatus

-

-

728590

-

-

?