KEGG PATHWAY: map00943

PATHWAY: map00943

Entry

map00943                    Pathway

Name

Isoflavonoid biosynthesis

Description

Isoflavonoids are biologically active compounds, such as phytoestrogens, produced by pea family plants. While flavonoids (in the narrow sense) have the 2-phenylchromen-4-one backbone, isoflavonoids have the 3-phenylchromen-4-one backbone with no hydroxyl group substitution at position 2. Isoflavonoids are derived from the flavonoid biosynthesis pathway via liquiritigenin or naringenin.

Class

Metabolism; Biosynthesis of other secondary metabolites

Pathway map

map00943

Isoflavonoid biosynthesis

Module

M00941

Isoflavone biosynthesis, liquiritigenin/naringenin => daidzein/genistein [PATH:map00943]

M00942

Pterocarpan biosynthesis, daidzein => medicarpin [PATH:map00943]

Other DBs

GO:

0009717

Reference

PMID:11027686

Authors

Latunde-Dada AO, Cabello-Hurtado F, Czittrich N, Didierjean L, Schopfer C, Hertkorn N, Werck-Reichhart D, Ebel J.

Title

Flavonoid 6-hydroxylase from soybean (Glycine max L.), a novel plant P-450 monooxygenase.

Journal

J Biol Chem 276:1688-95 (2001)
DOI:10.1074/jbc.M006277200

Reference

PMID:12179983

Authors

Baggett BR, Cooper JD, Hogan ET, Carper J, Paiva NL, Smith JT.

Title

Profiling isoflavonoids found in legume root extracts using capillary electrophoresis.

Journal

Electrophoresis 23:1642-51 (2002)
DOI:10.1002/1522-2683(200206)23:11<1642::AID-ELPS1642>3.0.CO;2-Y

Reference

PMID:16996502

Authors

Akashi T, Koshimizu S, Aoki T, Ayabe S.

Title

Identification of cDNAs encoding pterocarpan reductase involved in isoflavan phytoalexin biosynthesis in Lotus japonicus by EST mining.

Journal

FEBS Lett 580:5666-70 (2006)
DOI:10.1016/j.febslet.2006.09.016

Reference

PMID:14617078

Authors

Liu CJ, Huhman D, Sumner LW, Dixon RA.

Title

Regiospecific hydroxylation of isoflavones by cytochrome p450 81E enzymes from Medicago truncatula.

Journal

Plant J 36:471-84 (2003)
DOI:10.1046/j.1365-313X.2003.01893.x

Reference

PMID:15082922

Authors

Dhaubhadel S, McGarvey BD, Williams R, Gijzen M.

Title

Isoflavonoid biosynthesis and accumulation in developing soybean seeds.

Journal

Plant Mol Biol 53:733-43 (2003)
DOI:10.1023/B:PLAN.0000023666.30358.ae

Reference

PMID:11164575

Authors

Shimada N, Akashi T, Aoki T, Ayabe S.

Title

Induction of isoflavonoid pathway in the model legume Lotus japonicus: molecular characterization of enzymes involved in phytoalexin biosynthesis.

Journal

Plant Sci 160:37-47 (2000)
DOI:10.1016/S0168-9452(00)00355-1

Reference

PMID:16667851

Authors

Preisig CL, Bell JN, Sun Y, Hrazdina G, Matthews DE, Vanetten HD

Title

Biosynthesis of the Phytoalexin Pisatin : Isoflavone Reduction and Further Metabolism of the Product Sophorol by Extracts of Pisum sativum.

Journal

Plant Physiol 94:1444-8 (1990)
DOI:10.1104/pp.94.3.1444

Reference

PMID:17452423

Authors

Shimada N, Sato S, Akashi T, Nakamura Y, Tabata S, Ayabe S, Aoki T

Title

Genome-wide analyses of the structural gene families involved in the legume-specific 5-deoxyisoflavonoid biosynthesis of Lotus japonicus.

Journal

DNA Res 14:25-36 (2007)
DOI:10.1093/dnares/dsm004

Reference

PMID:16924535

Authors

Lozovaya VV, Lygin AV, Zernova OV, Ulanov AV, Li S, Hartman GL, Widholm JM.

Title

Modification of phenolic metabolism in soybean hairy roots through down regulation of chalcone synthase or isoflavone synthase.

Journal

Planta 225:665-79 (2007)
DOI:10.1007/s00425-006-0368-z

Reference

PMID:12207646

Authors

Sawada Y, Kinoshita K, Akashi T, Aoki T, Ayabe S.

Title

Key amino acid residues required for aryl migration catalysed by the cytochrome P450 2-hydroxyisoflavanone synthase.

Journal

Plant J 31:555-64 (2002)
DOI:10.1046/j.1365-313X.2002.01378.x

Reference

PMID:16006598

Authors

Deavours BE, Dixon RA

Title

Metabolic engineering of isoflavonoid biosynthesis in alfalfa.

Journal

Plant Physiol 138:2245-59 (2005)
DOI:10.1104/pp.105.062539

Reference

Authors

Hinderer W, Flentje U, Barz W.

Title

Microsomal isoflavone 2'- and 3'-hydroxylases from chickpea (Cicer arietinum L.) cell suspensions induced for pterocarpan phytoalexin formation.

Journal

FEBS Lett 214:101-106 (1987)
DOI:10.1016/0014-5793(87)80021-2

Reference

Authors

Aoki T, Akashi T, Ayabe S.

Title

Flavonoids of leguminous plants: structure, biological activity, and biosynthesis.

Journal

J Plant Res 113:475-488 (2000)
DOI:10.1007/PL00013958

Reference

Authors

Barz W, Mackenbrock U.

Title

Constitutive and elicitation induced metabolism of isoflavones and pterocarpans in chickpea (Cicer arietinum) cell suspension cultures.

Journal

Plant Cell Tissue Organ Cult 38:199-211 (1994)
DOI:10.1007/BF00033878

Reference

Authors

Fischer D, Ebenau-Jehle C, Grisebach H.

Title

Purification and characterization of pterocarpan synthase from elicitor-challenged soybean cell cultures.

Journal

Phytochemistry 29:2879-2882 (1990)
DOI:10.1016/0031-9422(90)87096-D

Reference

Authors

Ayabe S, Akashi T.

Title

Cytochrome P450s in flavonoid metabolism.

Journal

Phytochem Rev 5:271-282 (2006)
DOI:10.1007/s11101-006-9007-3

Reference

PMID:24197106

Authors

Daniel S, Tiemann K, Wittkampf U, Bless W, Hinderer W, Barz W

Title

Elicitor-induced metabolic changes in cell cultures of chickpea (Cicer arietinum L.) cultivars resistant and susceptible to Ascochyta rabiei : I. Investigations of enzyme activities involved in isoflavone and pterocarpan phytoalexin biosynthesis.

Journal

Planta 182:270-8 (1990)
DOI:10.1007/BF00197121

Related
pathway

map00941

Flavonoid biosynthesis

KO pathway

ko00943

LinkDB

DBGET integrated database retrieval system