Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary extracted from

  • Fossati, E.; Narcross, L.; Ekins, A.; Falgueyret, J.P.; Martin, V.J.
    Synthesis of morphinan alkaloids in Saccharomyces cerevisiae (2015), PLoS ONE, 10, e0124459 .
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.1.1.248 salutaridine synthase (PsSAS), salutaridine reductase (PsSAR) and salutaridinol acetyltransferase (PsSAT) are functionally coexpressed in Saccharomyces cerevisiae and optimization of the pH conditions allowed for productive spontaneous rearrangement of salutaridinol-7-O-acetate and synthesis of thebaine from (R)-reticuline. A 7-gene pathway for the production of codeine and morphine from (R)-reticuline is reconstituted. Yeast cell feeding assays using (R)-reticuline, salutaridine or codeine as substrates show that all enzymes are functionally coexpressed in yeast and that activity of salutaridine reductase and codeine-O-demethylase likely limit flux to morphine synthesis. The results of this study describe a significant advance for the synthesis of morphinans in Saccharomyces cerevisiae and pave the way for their complete synthesis in recombinant microbes Papaver somniferum
1.14.11.32 expressed in Saccharomyces cerevisiae strain GCY1358 Papaver somniferum
1.14.19.67 salutaridine synthase (PsSAS), salutaridine reductase (PsSAR) and salutaridinol acetyltransferase (PsSAT) are functionally coexpressed in Saccharomyces cerevisiae and optimization of the pH conditions allowed for productive spontaneous rearrangement of salutaridinol-7-O-acetate and synthesis of thebaine from (R)-reticuline. A 7-gene pathway for the production of codeine and morphine from (R)-reticuline is reconstituted. Yeast cell feeding assays using (R)-reticuline, salutaridine or codeine as substrates show that all enzymes are functionally coexpressed in yeast and that activity of salutaridine reductase and codeine-O-demethylase likely limit flux to morphine synthesis. The results of this study describe a significant advance for the synthesis of morphinans in Saccharomyces cerevisiae and pave the way for their complete synthesis in recombinant microbes Papaver somniferum
2.3.1.150 salutaridine synthase (PsSAS), salutaridine reductase (PsSAR) and salutaridinol acetyltransferase (PsSAT) are functionally coexpressed in Saccharomyces cerevisiae and optimization of the pH conditions allowed for productive spontaneous rearrangement of salutaridinol-7-O-acetate and synthesis of thebaine from (R)-reticuline. A 7-gene pathway for the production of codeine and morphine from (R)-reticuline is reconstituted. Yeast cell feeding assays using (R)-reticuline, salutaridine or codeine as substrates show that all enzymes are functionally coexpressed in yeast and that activity of salutaridine reductase and codeine-O-demethylase likely limit flux to morphine synthesis. The results of this study describe a significant advance for the synthesis of morphinans in Saccharomyces cerevisiae and pave the way for their complete synthesis in recombinant microbes Papaver somniferum

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.11.32 codeine + 2-oxoglutarate + O2 Papaver somniferum
-
 morphine + formaldehyde + succinate + CO2
-
 ?
1.14.11.32 neopine + 2-oxoglutarate + O2 Papaver somniferum
-
 neomorphine + formaldehyde + succinate + CO2
-
 ?
1.14.11.32 thebaine + 2-oxoglutarate + O2 Papaver somniferum
-
 oripavine + formaldehyde + succinate + CO2
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.1.1.248 Papaver somniferum Q071N0
-
-
1.14.11.32 Papaver somniferum
-
-
-
1.14.19.67 Papaver somniferum B1NF18
-
-
2.3.1.150 Papaver somniferum Q94FT4
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.248 salutaridinol + NADP+
-
 Papaver somniferum salutaridine + NADPH + H+
-
 ?
1.14.11.32 codeine + 2-oxoglutarate + O2
-
 Papaver somniferum morphine + formaldehyde + succinate + CO2
-
 ?
1.14.11.32 neopine + 2-oxoglutarate + O2
-
 Papaver somniferum neomorphine + formaldehyde + succinate + CO2
-
 ?
1.14.11.32 thebaine + 2-oxoglutarate + O2
-
 Papaver somniferum oripavine + formaldehyde + succinate + CO2
-
 ?
1.14.19.67 (R)-reticuline + [reduced NADPH-hemoprotein reductase] + O2
-
 Papaver somniferum salutaridine + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
 ?
2.3.1.150 acetyl-CoA + salutaridinol
-
 Papaver somniferum CoA + 7-O-acetylsalutaridinol
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.1.1.248 PsSAR
-
 Papaver somniferum
1.14.11.32 codeine-O-demethylase
-
 Papaver somniferum
1.14.11.32 CODM
-
 Papaver somniferum
1.14.19.67 CYP719B1
-
 Papaver somniferum
1.14.19.67 PsSAS
-
 Papaver somniferum
2.3.1.150 PsSAT
-
 Papaver somniferum