Reaction: (1) prenyl diphosphate + a 2-acyl-4-prenylphloroglucinol = diphosphate + a 2-acyl-4,6-bis(prenyl)phloroglucinol
(2) prenyl diphosphate + a 2-acyl-4,6-bis(prenyl)phloroglucinol = diphosphate + a a 2-acyl-4,6,6-tris(prenyl)cyclohexa-2,4-dien-1-one
For diagram of reaction click here.
Glossary: a 2-acyl-4,6,6-tris(prenyl)phloroglucinol = a β bitter acid
Other name(s): PT2 (gene name); aromatic prenyltransferase (ambiguous); dimethylallyl-diphosphate:2-acyl-4-prenylphloroglucinol 6-dimethylallyltransferase
Systematic name: prenyl-diphosphate:2-acyl-4-prenylphloroglucinol 6-dimethylallyltransferase
Comments: The enzyme, characterized from hop (Humulus lupulus), catalyses two successive prenylations of a 2-acyl-4-prenylphloroglucinol during the synthesis of bitter acids. Forms a complex with EC 2.5.1.136, 2-acylphloroglucinol 4-prenyltransferase, which catalyses the initial prenylation of the substrates. Requires Mg2+.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number:
References:
1. Li, H., Ban, Z., Qin, H., Ma, L., King, A.J. and Wang, G. A heteromeric membrane-bound prenyltransferase complex from hop catalyzes three sequential aromatic prenylations in the bitter acid pathway. Plant Physiol. 167 (2015) 650-659. [PMID: 25564559]