KEGG   ENZYME: 2.3.1.156
Entry
EC 2.3.1.156                Enzyme                                 

Name
phloroisovalerophenone synthase;
valerophenone synthase;
3-methyl-1-(trihydroxyphenyl)butan-1-one synthase;
acylphloroglucinol synthase;
isovaleryl-CoA:malonyl-CoA acyltransferase
Class
Transferases;
Acyltransferases;
Transferring groups other than aminoacyl groups
Sysname
acyl-CoA:malonyl-CoA acyltransferase
Reaction(IUBMB)
(1) isovaleryl-CoA + 3 malonyl-CoA = 4 CoA + 3 CO2 + phlorisovalerophenone [RN:R05331];
(2) isobutyryl-CoA + 3 malonyl-CoA = 4 CoA + 3 CO2 + phlorisobutyrophenone [RN:R11584]
Reaction(KEGG)
R05331 R11584
Substrate
isovaleryl-CoA [CPD:C02939];
malonyl-CoA [CPD:C00083];
isobutyryl-CoA [CPD:C00630]
Product
CoA [CPD:C00010];
CO2 [CPD:C00011];
phlorisovalerophenone [CPD:C07350];
phlorisobutyrophenone [CPD:C07351]
Comment
Closely related to EC 2.3.1.74, naringenin-chalcone synthase. Also acts on isobutyryl-CoA as substrate to give phlorisobutyrophenone. The products are intermediates in the biosynthesis of the bitter acids in hops (Humulus lupulus) and glucosides in strawberry (Fragaria X ananassa). It is also able to generate naringenin chalcone from 4-coumaroyl-CoA.
History
EC 2.3.1.156 created 2000
Reference
1
  Authors
Fung, S.Y., Zuurbier, K.W.M., Paniego, N.B., Scheffer, J.J.C. and Verpoorte, R.
  Title
Enzymes from the biosynthesis of hop alpha and beta acids.
  Journal
Proc 26th Congr Eur Brew Conv 215-221 (1997)
Reference
2  [PMID:9883590]
  Authors
Zuurbier KW, Leser J, Berger T, Hofte AJ, Schroder G, Verpoorte R, Schroder J
  Title
4-Hydroxy-2-pyrone formation by chalcone and stilbene synthase with nonphysiological substrates.
  Journal
Phytochemistry 49:1945-51 (1998)
DOI:10.1016/S0031-9422(98)00346-X
Reference
3  [PMID:26169681]
  Authors
Song C, Ring L, Hoffmann T, Huang FC, Slovin J, Schwab W
  Title
Acylphloroglucinol Biosynthesis in Strawberry Fruit.
  Journal
Plant Physiol 169:1656-70 (2015)
DOI:10.1104/pp.15.00794
Other DBs
ExplorEnz - The Enzyme Database: 2.3.1.156
IUBMB Enzyme Nomenclature: 2.3.1.156
ExPASy - ENZYME nomenclature database: 2.3.1.156
BRENDA, the Enzyme Database: 2.3.1.156

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