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Literature summary extracted from

  • Abend, A.; Bandarian, V.; Reed, G.H.; Frey, P.A.
    Identification of cis-ethanesemidione as the organic radical derived from glycolaldehyde in the suicide inactivation of dioldehydrase and of ethanolamine ammonia-lyase (2000), Biochemistry, 39, 6250-6257.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
4.2.1.28 expression in Escherichia coli Salmonella enterica subsp. enterica serovar Typhimurium

Inhibitors

EC Number Inhibitors Comment Organism Structure
4.2.1.28 glycolaldehyde hydrate induces the formation of cob(II)alamin and 5'-deoxyadenosine from adenosylcobalamin at the active site of the enzyme, and the resulting complex is inactive Salmonella enterica subsp. enterica serovar Typhimurium

Organism

EC Number Organism UniProt Comment Textmining
4.2.1.28 Salmonella enterica subsp. enterica serovar Typhimurium
-
-
-

Reaction

EC Number Reaction Comment Organism Reaction ID
4.2.1.28 propane-1,2-diol = propanal + H2O radical mechanism. Abstraction of a hydrogen atom from C1 of the substrate by the 5'-deoxyadenosyl radical produces a substrate radical which undergoes further transformation into the radical precursor of hydrated propionaldehyde. If dehydration of the radical is by acid catalysis, a resonance-stabilized radical cationic intermediate is formed. The radical cation is then hydrated to the radical precursor of propionaldehyde hydrate. If base catalysis takes place, a ketyl radical is initially generated, and it eliminates hydroxide to form a resonance-stabilized aldehyde radical. Addition of hydroxide to the aldehydic group generates the radical precursor to propionaldehyde hydrate. The planar cationic radical from acid-catalyzed dehydration can lose a proton to form the semidione radical. In the base-catalyzed dehydration, the ketyl radical can eliminate hydroxide to form the semidione radical Salmonella enterica subsp. enterica serovar Typhimurium
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.2.1.28 1,2-propanediol
-
 Salmonella enterica subsp. enterica serovar Typhimurium propanal
-
 ?
4.2.1.28 glycolaldehyde hydrate
-
 Salmonella enterica subsp. enterica serovar Typhimurium ethandiol
-
 ?

Cofactor

EC Number Cofactor Comment Organism Structure
4.2.1.28 coenzyme B12 adenosylcobalamin. Radical initiator Salmonella enterica subsp. enterica serovar Typhimurium