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Literature summary for 1.1.1.252 extracted from

  • Sone, Y.; Nakamura, S.; Sasaki, M.; Hasebe, F.; Kim, S.; Funa, N.
    Bacterial enzymes catalyzing the synthesis of 1,8-dihydroxynaphthalene, a key precursor of dihydroxynaphthalene melanin, from Sorangium cellulosum (2018), Appl. Environ. Microbiol., 84, e00258 .
    View publication on PubMedView publication on EuropePMC
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Organism

Organism UniProt Comment Textmining
Sorangium cellulosum
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1,3,6,8-tetrahydroxynaphthalene + NADPH + H+
-
 Sorangium cellulosum (R)-scytalone + NADP+
-
 ?
1,3,8-trihydroxynaphthalene + NADPH + H+
-
 Sorangium cellulosum vermelone + NADP+
-
 ?

Synonyms

Synonyms Comment Organism
BdsA
-
 Sorangium cellulosum

General Information

General Information Comment Organism
physiological function expression of genes CHS1, BdsA, and BdsB is necessary and sufficient for the production of 1,8-dihydroxynaphthalene in a heterologous host. Polyketide synthase CHS1 catalyzes the synthesis of 1,3,6,8-tetrahydroxynaphthalene (T4HN) in vitro. T4HN is converted to 1,8-dihydroxynaphthalene by successive steps of reduction and dehydration, which are catalyzed by BdsA and BdsB. BdsA catalyzes the reduction of T4HN and 1,3,8-trihydroxynaphthalene (T3HN) to scytalone and vermelone, respectively. T4HN reduction by BdsA occurs on the si-face to give (R)-scytalone with more than 99% optical purity Sorangium cellulosum