KEGG   ENZYME: 2.3.1.156Help
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
BRITE hierarchy
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)
Substrate
isovaleryl-CoA [CPD:C02939];
malonyl-CoA [CPD:C00083];
isobutyryl-CoA+ 3 malonyl-CoA
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

DBGET integrated database retrieval system