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1.14.14.66

Accepted name:

marmesin synthase

Reaction:

demethylsuberosin + [reduced NADPH—hemoprotein reductase] + O₂ = (+)-marmesin + [oxidized NADPH—hemoprotein reductase] + H₂O

For diagram of psoralen biosynthesis, click here

Glossary:

demethylsuberosin = 7-hydroxy-6-prenyl-1-benzopyran-2-one
(+)-marmesin = (S)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-7H-furo[3,2-g]chromen-7-one

Systematic name:

demethylsuberosin,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase

Comments:

A P-450 monoxygenase involved in psoralen biosynthesis, see EC 1.14.13.102, psoralen synthase.

Links to other databases:

BRENDA, EXPASY, KEGG, MetaCyc

References:

1.	Hamerski, D. and Matern, U. Elicitor-induced biosynthesis of psoralens in Ammi majus L. suspension cultures. Microsomal conversion of demethylsuberosin into (+)marmesin and psoralen. Eur. J. Biochem. 171 (1988) 369–375. [PMID: 2828055]

[EC 1.14.14.66 created 2018]

2.5.1.139

Accepted name:

umbelliferone 6-dimethylallyltransferase

Reaction:

prenyl diphosphate + umbelliferone = diphosphate + demethylsuberosin

For diagram of psoralen biosynthesis, click here

Glossary:

demethylsuberosin = 7-hydroxy-6-prenyl-1-benzopyran-2-one
osthenol = 7-hydroxy-8-prenyl-1-benzopyran-2-one

Other name(s):

PcPT; dimethylallyl-diphosphate:umbelliferone 6-dimethylallyltransferase

Systematic name:

prenyl-diphosphate:umbelliferone 6-prenyltransferase

Comments:

The enzyme from parsley (Petroselinum crispum) is specific for umbelliferone and prenyl diphosphate. A minor product is osthenol, which is produced by transfer of the prenyl group to C-8 of umbelliferone.

Links to other databases:

BRENDA, EXPASY, KEGG, MetaCyc

References:

1.	Hamerski, D., Schmitt, D. and Matern, U. Induction of two prenyltransferases for the accumulation of coumarin phytoalexins in elicitor-treated Ammi majus cell suspension cultures. Phytochemistry 29 (1990) 1131–1135. [DOI] [PMID: 1366425]
2.	Karamat, F., Olry, A., Munakata, R., Koeduka, T., Sugiyama, A., Paris, C., Hehn, A., Bourgaud, F. and Yazaki, K. A coumarin-specific prenyltransferase catalyzes the crucial biosynthetic reaction for furanocoumarin formation in parsley. Plant J. 77 (2014) 627–638. [DOI] [PMID: 24354545]

[EC 2.5.1.139 created 2017]