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Literature summary for 2.3.1.156 extracted from

  • Zuurbier, K.W.M.; Leser, J.; Berger, T.; Hofte, A.J.P.; Schroder, G.; Verpoorte, R.; Schroder, J.
    4-Hydroxy-2-pyrone formation by chalcone and stilbene synthase with nonphysiological substrates (1998), Phytochemistry, 49, 1945-1951.
    View publication on PubMed

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
isobutyryl-CoA + 3 malonyl-CoA Humulus lupulus
-
phloroisobutyrophenone + 3 CO2 + 4 CoA phloroglucinol derivative, intermediates in the biosynthesis of the hop bitter alpha- and beta-acids ?
isovaleryl-CoA + malonyl-CoA Humulus lupulus
-
phloroisovalerophenone + CO2 + CoA phloroglucinol derivative, intermediates in the biosynthesis of the hop bitter alpha- and beta-acids ?

Organism

Organism UniProt Comment Textmining
Humulus lupulus
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hop
-

Reaction

Reaction Comment Organism Reaction ID
isovaleryl-CoA + 3 malonyl-CoA = 4 CoA + 3 CO2 + phlorisovalerophenone Closely related to EC 2.3.1.74, chalcone synthase. The product, 3-methyl-1-(2,4,6-trihydroxyphenyl)butan-1-one, is chloroisovalerophenone. Also acts on isobutyryl-CoA as substrate to give phlorisobutyrophenone. The products are intermediates in the biosynthesis of the bitter alpha-acids in hops, Humulus lupulus Humulus lupulus

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
isobutyryl-CoA + 3 malonyl-CoA
-
Humulus lupulus phloroisobutyrophenone + 3 CO2 + 4 CoA
-
?
isobutyryl-CoA + 3 malonyl-CoA
-
Humulus lupulus phloroisobutyrophenone + 3 CO2 + 4 CoA phloroglucinol derivative, intermediates in the biosynthesis of the hop bitter alpha- and beta-acids ?
isovaleryl-CoA + malonyl-CoA
-
Humulus lupulus phloroisovalerophenone + CO2 + CoA
-
?
isovaleryl-CoA + malonyl-CoA
-
Humulus lupulus phloroisovalerophenone + CO2 + CoA phloroglucinol derivative, intermediates in the biosynthesis of the hop bitter alpha- and beta-acids ?

Synonyms

Synonyms Comment Organism
VPS
-
Humulus lupulus