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Literature summary for 2.3.1.B39 extracted from

  • Zabala, A.O.; Chooi, Y.H.; Choi, M.S.; Lin, H.C.; Tang, Y.
    Fungal polyketide synthase product chain-length control by partnering thiohydrolase (2014), ACS Chem. Biol., 9, 1576-1586.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 2.3.1.B39

Cloned(Commentary)

Cloned (Comment) Organism
expression in Saccharomyces cerevisiae Penicillium brefeldianum

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
8 malonyl-CoA + 4 NADPH + 16 H+ Penicillium brefeldianum
-
 8 CoA + (2E,4E,10E)-15-hydroxyhexadeca-2,4,10-trienoic acid + 8 CO2 + 4 NADP+ + 6 H2O main product in presence of thiohydrolase Bref-TH ?
8 malonyl-CoA + 4 NADPH + 16 H+ Penicillium brefeldianum ATCC 58665
-
 8 CoA + (2E,4E,10E)-15-hydroxyhexadeca-2,4,10-trienoic acid + 8 CO2 + 4 NADP+ + 6 H2O main product in presence of thiohydrolase Bref-TH ?
9 malonyl-CoA + 5 NADPH + 19 H+ Penicillium brefeldianum
-
 9 CoA + (4E,6Z,12E)-17-hydroxyoctadeca-4,6,12-trienoic acid + 9 CO2 + 5 NADP+ + 7 H2O main product in absence of thiohydrolase Bref-TH ?
9 malonyl-CoA + 5 NADPH + 19 H+ Penicillium brefeldianum ATCC 58665
-
 9 CoA + (4E,6Z,12E)-17-hydroxyoctadeca-4,6,12-trienoic acid + 9 CO2 + 5 NADP+ + 7 H2O main product in absence of thiohydrolase Bref-TH ?
additional information Penicillium brefeldianum enzyme shows an NADPH-dependent reductive tailoring specificity that leads to the synthesis of four different oktaketide products with varying degrees of reduction. Bref-PKS is a nonaketide synthase in the absence of an associated thiohydrolase Bref-TH ?
-
 ?
additional information Penicillium brefeldianum ATCC 58665 enzyme shows an NADPH-dependent reductive tailoring specificity that leads to the synthesis of four different oktaketide products with varying degrees of reduction. Bref-PKS is a nonaketide synthase in the absence of an associated thiohydrolase Bref-TH ?
-
 ?

Organism

Organism UniProt Comment Textmining
Penicillium brefeldianum
-
-
-
Penicillium brefeldianum ATCC 58665
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
8 malonyl-CoA + 4 NADPH + 16 H+
-
 Penicillium brefeldianum 8 CoA + (2E,4E,10E)-15-hydroxyhexadeca-2,4,10-trienoic acid + 8 CO2 + 4 NADP+ + 6 H2O main product in presence of thiohydrolase Bref-TH ?
8 malonyl-CoA + 4 NADPH + 16 H+
-
 Penicillium brefeldianum ATCC 58665 8 CoA + (2E,4E,10E)-15-hydroxyhexadeca-2,4,10-trienoic acid + 8 CO2 + 4 NADP+ + 6 H2O main product in presence of thiohydrolase Bref-TH ?
9 malonyl-CoA + 5 NADPH + 19 H+
-
 Penicillium brefeldianum 9 CoA + (4E,6Z,12E)-17-hydroxyoctadeca-4,6,12-trienoic acid + 9 CO2 + 5 NADP+ + 7 H2O main product in absence of thiohydrolase Bref-TH ?
9 malonyl-CoA + 5 NADPH + 19 H+
-
 Penicillium brefeldianum ATCC 58665 9 CoA + (4E,6Z,12E)-17-hydroxyoctadeca-4,6,12-trienoic acid + 9 CO2 + 5 NADP+ + 7 H2O main product in absence of thiohydrolase Bref-TH ?
additional information enzyme shows an NADPH-dependent reductive tailoring specificity that leads to the synthesis of four different oktaketide products with varying degrees of reduction. Bref-PKS is a nonaketide synthase in the absence of an associated thiohydrolase Bref-TH Penicillium brefeldianum ?
-
 ?
additional information enzyme shows an NADPH-dependent reductive tailoring specificity that leads to the synthesis of four different oktaketide products with varying degrees of reduction. Bref-PKS is a nonaketide synthase in the absence of an associated thiohydrolase Bref-TH Penicillium brefeldianum ATCC 58665 ?
-
 ?

Synonyms

Synonyms Comment Organism
Bref-PKS enzyme is involved in biosynthesis of brefeldin A Penicillium brefeldianum
highly reducing polyketide synthase
-
 Penicillium brefeldianum
HRPKS
-
 Penicillium brefeldianum

Cofactor

Cofactor Comment Organism Structure
NADPH in the absence of the reducing cofactor NADPH, the reductive domains are inactive and yield an unreduced polyketide product Penicillium brefeldianum

General Information

General Information Comment Organism
physiological function enzyme is involved in biosynthesis of brefeldin A. It synthesizes the precisely reduced oktaketide precursor, which can then be directly offloaded by the thiohydrolase enzyme followed by a P450-mediated formation of the cyclopentane ring and macrocyclization to afford 7-deoxy brefeldin A.thiolase Bref-TH controls the programmed release of the oktaketide product from synthase Bref-PKS Penicillium brefeldianum