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Literature summary extracted from

  • Ling, B.; Li, H.; Yan, L.; Liu, R.; Liu, Y.
    Conversion mechanism of enoyl thioesters into acyl thioesters catalyzed by 2-enoyl-thioester reductases from Candida tropicalis (2019), Phys. Chem. Chem. Phys., 21, 10105-10113 .
    View publication on PubMed

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
1.3.1.104 mitochondrion
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Candida tropicalis 5739
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Organism

EC Number Organism UniProt Comment Textmining
1.3.1.104 Candida tropicalis
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.3.1.104 crotonyl-CoA + NADPH + H+
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Candida tropicalis butanoyl-CoA + NADP+
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Synonyms

EC Number Synonyms Comment Organism
1.3.1.104 ETR1
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Candida tropicalis

General Information

EC Number General Information Comment Organism
1.3.1.104 metabolism the whole reaction involves the formation of the covalent ene adduct and the proton transfer from Tyr79 to the substrate. In the first step the hydride of NADPH easily transfers to crotonyl-CoA to generate the substrate carbanion if the hydroxyl of Tyr79 forms a hydrogen bond chain with Ser70 and crystal water molecules. Then, the carbanion and NADP+ form a stable covalent ene adduct. The formation of the ene adduct follows the Michael addition mechanism rather than the electrocyclic ene reactions. The final electrophilic attack of the Tyr79 proton on C8 of the substrate affords the product of acyl thioester. The key crystal water molecules do not directly participate in the catalytic reactions, but they play a role in maintaining the relative stability of the substrate to NADPH Candida tropicalis