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Literature summary for 4.2.1.112 extracted from

  • Liao, R.Z.; Yu, J.G.; Himo, F.
    Mechanism of tungsten-dependent acetylene hydratase from quantum chemical calculations (2010), Proc. Natl. Acad. Sci. USA, 107, 22523-22527.
    View publication on PubMedView publication on EuropePMC
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Metals/Ions

Metals/Ions Comment Organism Structure
Tungsten dependent on Syntrophotalea acetylenica

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
acetylene + H2O Syntrophotalea acetylenica
-
 acetaldehyde
-
 r

Organism

Organism UniProt Comment Textmining
Syntrophotalea acetylenica
-
-
-

Reaction

Reaction Comment Organism Reaction ID
acetaldehyde = acetylene + H2O active-site modeling and reaction mechanism, detailed overview. The mechanism starts with a ligand exchange step, in which the acetylene substrate displaces the tungsten-bound water molecule and binds to the metal in an eta2 fashion. Then the nucleophilic attack takes place nearly perpendicularly to the W-C-C plane, concerted nucleophilic attack-proton transfer transition state and the resulting vinyl anion intermediate, W=C=CH2 vinylidene intermediate, overview. To complete the reaction, the vinyl alcohol now needs only to tautomerize to acetaldehyde. At this point, the vinyl alcohol can be released and the interconversion can take place outside the active site. Alternative mechanisms, overview Syntrophotalea acetylenica
a

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
acetylene + H2O
-
 Syntrophotalea acetylenica acetaldehyde
-
 r