The Enzyme Database

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Transferred entry: isoflavone 3′-hydroxylase. Now EC, isoflavone 3′-hydroxylase
[EC created 1992, deleted 2018]
Accepted name: isoflavone 3′-hydroxylase
Reaction: formononetin + [reduced NADPH—hemoprotein reductase] + O2 = calycosin + [oxidized NADPH—hemoprotein reductase] + H2O
For diagram of medicarpin and formononetin derivatives biosynthesis, click here
Glossary: calycosin = 3′-hydroxyformononetin
Other name(s): isoflavone 3′-monooxygenase; CYP81E9
Systematic name: formononetin,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (3′-hydroxylating)
Comments: A cytochrome P-450 (heme-thiolate) protein. Also acts on biochanin A and other isoflavones with a 4′-methoxy group. Involved in the biosynthesis of the pterocarpin phytoalexins medicarpin and maackiain.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number: 110183-50-1
1.  Hinderer, W., Flentje, U. and Barz, W. Microsomal isoflavone 2′-hydroxylases and 3′-hydroxylases from chickpea (Cicer arietinum L) cell-suspensions induced for pterocarpan phytoalexin formation. FEBS Lett. 214 (1987) 101–106.
[EC created 1992 as EC, transferred 2018 to EC]
Accepted name: pseudobaptigenin synthase
Reaction: (1) calycosin + [reduced NADPH—hemoprotein reductase] + O2 = pseudobaptigenin + [oxidized NADPH—hemoprotein reductase] + 2 H2O
(2) pratensein + [reduced NADPH-hemoprotein reductase] + O2 = 5-hydroxypseudobaptigenin + [oxidized NADPH—hemoprotein reductase] + 2 H2O
Glossary: calycosin = 3′-hydroxyformononetin
pratensein = 3′-hydroxybiochanin A
Systematic name: calycosin,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (methylenedioxy-bridge-forming)
Comments: A cytochrome P-450 (heme-thiolate) enzyme catalysing an oxidative reaction that does not incorporate oxygen into the product. Catalyses a step in the biosynthesis of (–)-maackiain, the main pterocarpan phytoalexin in chickpea (Cicer arietinum).
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc
1.  Clemens S., Barz W. Cytochrome P450-dependent methylenedioxy bridge formation in Cicer arietinum. Phytochemistry 41 (1996) 457–460.
[EC created 2011 as EC, transferred 2018 to EC]
Transferred entry: pseudobaptigenin synthase. Now EC, pseudobaptigenin synthase.
[EC created 2011, deleted 2018]

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