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Literature summary for 3.7.1.11 extracted from

  • Loschonsky, S.; Waltzer, S.; Brecht, V.; Mueller, M.
    Elucidation of the enantioselective cyclohexane-1,2-dione hydrolase catalyzed formation of (S)-acetoin (2014), ChemCatChem, 6, 969-972.
No PubMed abstract available

Application

Application Comment Organism
synthesis the enzyme can be used to obtain highly enantioenriched products Azoarcus sp.

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
cyclohexane-1,2-dione + H2O Azoarcus sp.
-
6-oxohexanoate
-
?
cyclohexane-1,2-dione + H2O Azoarcus sp. 22Lin
-
6-oxohexanoate
-
?

Organism

Organism UniProt Comment Textmining
Azoarcus sp.
-
-
-
Azoarcus sp. 22Lin
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
cyclohexane-1,2-dione + H2O
-
Azoarcus sp. 6-oxohexanoate
-
?
cyclohexane-1,2-dione + H2O
-
Azoarcus sp. 22Lin 6-oxohexanoate
-
?
additional information the enzme catalyze asymmetric CC bond formation from pyruvate (as donor) and an aldehyde (as acceptor). Thiamine diphosphate-dependent enzymes catalyze the formation of acetoin (3-hydroxybutan-2-one) through one of three different pathways: homocoupling of pyruvate, homocoupling of acetaldehyde, or cross-coupling of acetaldehyde (as acceptor) and pyruvate (as donor). Thiamine diphosphate-dependent cyclohexane-1,2-dione hydrolase is able to form (S)-acetoin with particularly high enantioselectivity (up to 95%ee) by all three pathways. An unprecedented non-acetolactate pathway for the homocoupling of pyruvate explains the high enantioselectivity in the CDH-catalyzed formation of (S)-acetoin, enzymatic formation of highly enantioenriched acetoin from two molecules of pyruvate occurs without the release of acetaldehyde or acetolactate, mechanism, overview Azoarcus sp. ?
-
?
additional information the enzme catalyze asymmetric CC bond formation from pyruvate (as donor) and an aldehyde (as acceptor). Thiamine diphosphate-dependent enzymes catalyze the formation of acetoin (3-hydroxybutan-2-one) through one of three different pathways: homocoupling of pyruvate, homocoupling of acetaldehyde, or cross-coupling of acetaldehyde (as acceptor) and pyruvate (as donor). Thiamine diphosphate-dependent cyclohexane-1,2-dione hydrolase is able to form (S)-acetoin with particularly high enantioselectivity (up to 95%ee) by all three pathways. An unprecedented non-acetolactate pathway for the homocoupling of pyruvate explains the high enantioselectivity in the CDH-catalyzed formation of (S)-acetoin, enzymatic formation of highly enantioenriched acetoin from two molecules of pyruvate occurs without the release of acetaldehyde or acetolactate, mechanism, overview Azoarcus sp. 22Lin ?
-
?

Synonyms

Synonyms Comment Organism
Cdh
-
Azoarcus sp.

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
assay at Azoarcus sp.

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
6.5
-
assay at Azoarcus sp.

Cofactor

Cofactor Comment Organism Structure
thiamine diphosphate dependent on Azoarcus sp.