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Literature summary for 1.14.20.8 extracted from

  • Lau, W.; Sattely, E.
    Six enzymes from mayapple that complete the biosynthetic pathway to the etoposide aglycone (2015), Science, 349, 1224-1228.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 1.14.20.8

Activating Compound

Activating Compound Comment Organism Structure
oxoglutarate dependent on Sinopodophyllum hexandrum

Application

Application Comment Organism
synthesis recombinant coexpression of the genes involved in the podophyllotoxin pathway permits to reconstitute the pathway to (-)-4'-demethylepipodophyllotoxin (the etoposide aglycone), a naturally occurring lignan that is the immediate precursor of etoposide and, unlike podophyllotoxin, a potent topoisomerase inhibitor, for production of the etoposide aglycone in tobacco and circumvent the need for cultivation of mayapple and semisynthetic epimerization and demethylation of podophyllotoxin Sinopodophyllum hexandrum

Cloned(Commentary)

Cloned (Comment) Organism
gene Phex30848 or 2-ODD, expression analysis by qRT-PCR analysis, transcriptome mining to identify biosynthetic genes in the podophyllotoxin pathway, Agrobacterium-mediated functional transient expression of the genes of the podophyllotoxin pathway in Nicotiana benthamiana Sinopodophyllum hexandrum

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(-)-yatein + 2-oxoglutarate + O2 Sinopodophyllum hexandrum
-
 (-)-deoxypodophyllotoxin + succinate + CO2 + H2O
-
 ?

Organism

Organism UniProt Comment Textmining
Sinopodophyllum hexandrum A0A0N9HQ36 or Sinopodophyllum hexandrum, gene Phex30848 or 2-ODD
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(-)-yatein + 2-oxoglutarate + O2
-
 Sinopodophyllum hexandrum (-)-deoxypodophyllotoxin + succinate + CO2 + H2O
-
 ?

Synonyms

Synonyms Comment Organism
deoxypodophyllotoxin synthase UniProt Sinopodophyllum hexandrum

Expression

Organism Comment Expression
Sinopodophyllum hexandrum the enzyme is induced by wounding of the mayapple leaves up

General Information

General Information Comment Organism
metabolism the oxoglutarate-dependent dioxygenase is involved in the biosynthesis of (-)-4'-demethylepipodophyllotoxin (the etoposide aglycone), a naturally occurring lignan that is the immediate precursor of etoposide and, unlike podophyllotoxin, a potent topoisomerase inhibitor. Biosynthetic pathway of (-)-podophyllotoxin, overview Sinopodophyllum hexandrum