ExplorEnz: EC 2.3.1.156

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2.3.1.156

Accepted name:

phloroisovalerophenone synthase

Reaction:

(1) isovaleryl-CoA + 3 malonyl-CoA = 4 CoA + 3 CO₂ + phlorisovalerophenone
(2) isobutyryl-CoA + 3 malonyl-CoA = 4 CoA + 3 CO₂ + phlorisobutyrophenone

For diagram of polyketides biosynthesis, click here

Glossary:

phlorisobutyrophenone = 2-methyl-1-(2,4,6-trihydroxyphenyl)propan-1-one
phlorisovalerophenone = 3-methyl-1-(2,4,6-trihydroxyphenyl)butan-1-one

Other name(s):

valerophenone synthase; 3-methyl-1-(trihydroxyphenyl)butan-1-one synthase; acylphloroglucinol synthase; isovaleryl-CoA:malonyl-CoA acyltransferase

Systematic name:

acyl-CoA:malonyl-CoA acyltransferase

Comments:

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.

Links to other databases:

BRENDA, EXPASY, Gene, KEGG, MetaCyc

References:

1.	Fung, S.Y., Zuurbier, K.W.M., Paniego, N.B., Scheffer, J.J.C. and Verpoorte, R. Enzymes from the biosynthesis of hop α and β acids. Proc. 26th Congr. Eur. Brew. Conv. (1997) 215–221.
2.	Zuurbier, K.W.M., Leser, J., Berger, T., Hofte, A.J.P., Schroder, G., Verpoorte, R. and Schroder, J. 4-Hydroxy-2-pyrone formation by chalcone and stilbene synthase with nonphysiological substrates. Phytochemistry 49 (1998) 1945–1951. [PMID: 9883590]
3.	Song, C., Ring, L., Hoffmann, T., Huang, F.C., Slovin, J. and Schwab, W. Acylphloroglucinol biosynthesis in strawberry fruit. Plant Physiol. 169 (2015) 1656–1670. [DOI] [PMID: 26169681]

[EC 2.3.1.156 created 2000]