KEGG   PATHWAY: pvu00941
Entry
pvu00941                    Pathway                                
Name
Flavonoid biosynthesis - Phaseolus vulgaris (common bean)
Description
Flavonoids are a major class of plant secondary metabolites that serves a multitude of functions including pigments and antioxidant activity. Flavonoids are synthesized from phenylpropanoid derivatives by condensation with malonyl-CoA. For example, condensation of p-coumaroyl-CoA (C6-C3) with three malonyl-CoA (C3) molecules results in naringenin chalcone with a diphenylpropane (C6-C3-C6) unit, which is converted to naringenin with the flavone (2-phenylchromen-4-one) backbone by conjugate ring closure. These and further modifications yield a variety of structural forms including chalcones, flavanones, dihyroflavonols, and flavans, anthocyanins, flavones and flavonols, and isoflavonoids.
Class
Metabolism; Biosynthesis of other secondary metabolites
Pathway map
pvu00941  Flavonoid biosynthesis
pvu00941

Module
pvu_M00137  Flavanone biosynthesis, phenylalanine => naringenin [PATH:pvu00941]
pvu_M00138  Flavonoid biosynthesis, naringenin => pelargonidin [PATH:pvu00941]
pvu_M00940  Flavanone biosynthesis, p-coumaroyl-CoA => liquiritigenin [PATH:pvu00941]
Other DBs
GO: 0009813
Organism
Phaseolus vulgaris (common bean) [GN:pvu]
Gene
PHAVU_009G131000g  hypothetical protein [KO:K00660] [EC:2.3.1.74]
PHAVU_001G083000g  hypothetical protein [KO:K00660] [EC:2.3.1.74]
PHAVU_002G038700g  hypothetical protein [KO:K00660] [EC:2.3.1.74]
PHAVU_002G0389001  hypothetical protein [KO:K00660] [EC:2.3.1.74]
PHAVU_002G0390000  hypothetical protein [KO:K00660] [EC:2.3.1.74]
PHAVU_002G039100g  hypothetical protein [KO:K00660] [EC:2.3.1.74]
PHAVU_002G039300g  hypothetical protein [KO:K00660] [EC:2.3.1.74]
PHAVU_002G184300g  hypothetical protein [KO:K00660] [EC:2.3.1.74]
PHAVU_001G067800g  hypothetical protein [KO:K00660] [EC:2.3.1.74]
PHAVU_002G038600g  hypothetical protein [KO:K00660] [EC:2.3.1.74]
PHAVU_007G008600g  hypothetical protein [KO:K01859] [EC:5.5.1.6]
PHAVU_003G216600g  hypothetical protein [KO:K01859] [EC:5.5.1.6]
PHAVU_002G276500g  hypothetical protein [KO:K01859] [EC:5.5.1.6]
PHAVU_007G008500g  hypothetical protein [KO:K01859] [EC:5.5.1.6]
PHAVU_009G143100g  hypothetical protein [KO:K01859] [EC:5.5.1.6]
PHAVU_003G261900g  hypothetical protein [KO:K00475] [EC:1.14.11.9]
PHAVU_004G052400g  hypothetical protein [KO:K05278] [EC:1.14.20.6]
PHAVU_008G1660000  hypothetical protein [KO:K05278] [EC:1.14.20.6]
PHAVU_008G247400g  hypothetical protein [KO:K00487] [EC:1.14.14.91]
PHAVU_006G079700g  hypothetical protein [KO:K00487] [EC:1.14.14.91]
PHAVU_007G026000g  hypothetical protein [KO:K00487] [EC:1.14.14.91]
PHAVU_008G287200g  hypothetical protein [KO:K08243]
PHAVU_008G287300g  hypothetical protein [KO:K08243]
PHAVU_007G253700g  hypothetical protein [KO:K08243]
PHAVU_008G015800g  hypothetical protein [KO:K08243]
PHAVU_009G207800g  hypothetical protein [KO:K08243]
PHAVU_011G068100g  hypothetical protein [KO:K23179] [EC:1.14.19.76]
PHAVU_003G1855001  hypothetical protein [KO:K05280] [EC:1.14.14.82]
PHAVU_009G192400g  hypothetical protein [KO:K05280] [EC:1.14.14.82]
PHAVU_001G012700g  hypothetical protein [KO:K13082] [EC:1.1.1.219 1.1.1.234]
PHAVU_001G012800g  hypothetical protein [KO:K13082] [EC:1.1.1.219 1.1.1.234]
PHAVU_007G246200g  hypothetical protein [KO:K13082] [EC:1.1.1.219 1.1.1.234]
PHAVU_006G015400g  hypothetical protein [KO:K13083] [EC:1.14.14.81]
PHAVU_006G018800g  hypothetical protein [KO:K13083] [EC:1.14.14.81]
PHAVU_002G152700g  hypothetical protein [KO:K05277] [EC:1.14.20.4]
PHAVU_002G218600g  hypothetical protein [KO:K08695] [EC:1.3.1.77]
PHAVU_002G218700g  hypothetical protein [KO:K08695] [EC:1.3.1.77]
PHAVU_007G102100g  hypothetical protein [KO:K13081] [EC:1.17.1.3]
PHAVU_005G005600g  hypothetical protein [KO:K22845] [EC:2.4.1.357]
PHAVU_005G005500g  hypothetical protein [KO:K22845] [EC:2.4.1.357]
PHAVU_010G014100g  hypothetical protein [KO:K13065] [EC:2.3.1.133]
PHAVU_010G014300g  hypothetical protein [KO:K13065] [EC:2.3.1.133]
PHAVU_010G162700g  hypothetical protein [KO:K13065] [EC:2.3.1.133]
PHAVU_001G097400g  hypothetical protein [KO:K13065] [EC:2.3.1.133]
PHAVU_001G112400g  hypothetical protein [KO:K13065] [EC:2.3.1.133]
PHAVU_001G112500g  hypothetical protein [KO:K13065] [EC:2.3.1.133]
PHAVU_001G112800g  hypothetical protein [KO:K13065] [EC:2.3.1.133]
PHAVU_001G112900g  hypothetical protein [KO:K13065] [EC:2.3.1.133]
PHAVU_004G062600g  hypothetical protein [KO:K13065] [EC:2.3.1.133]
PHAVU_005G183200g  hypothetical protein [KO:K13065] [EC:2.3.1.133]
PHAVU_006G024700g  hypothetical protein [KO:K13065] [EC:2.3.1.133]
PHAVU_005G097900g  hypothetical protein [KO:K13065] [EC:2.3.1.133]
PHAVU_005G098300g  hypothetical protein [KO:K13065] [EC:2.3.1.133]
PHAVU_005G0989001  hypothetical protein [KO:K13065] [EC:2.3.1.133]
PHAVU_006G036600g  hypothetical protein [KO:K13065] [EC:2.3.1.133]
PHAVU_006G036800g  hypothetical protein [KO:K13065] [EC:2.3.1.133]
PHAVU_006G037000g  hypothetical protein [KO:K13065] [EC:2.3.1.133]
PHAVU_002G025600g  hypothetical protein [KO:K13065] [EC:2.3.1.133]
PHAVU_003G143100g  hypothetical protein [KO:K13065] [EC:2.3.1.133]
PHAVU_001G117900g  hypothetical protein [KO:K09754] [EC:1.14.14.96]
PHAVU_003G047900g  hypothetical protein [KO:K00588] [EC:2.1.1.104]
PHAVU_002G017500g  hypothetical protein [KO:K00588] [EC:2.1.1.104]
PHAVU_003G242400g  hypothetical protein [KO:K00588] [EC:2.1.1.104]
PHAVU_004G172600g  hypothetical protein [KO:K00588] [EC:2.1.1.104]
PHAVU_002G305200g  hypothetical protein [KO:K00588] [EC:2.1.1.104]
Compound
C00223  p-Coumaroyl-CoA
C00323  Caffeoyl-CoA
C00389  Quercetin
C00406  Feruloyl-CoA
C00509  Naringenin
C00540  Cinnamoyl-CoA
C00774  Phloretin
C00852  Chlorogenate
C00974  Dihydrokaempferol
C01378  Fustin
C01460  Vitexin
C01477  Apigenin
C01514  Luteolin
C01604  Phlorizin
C01617  Taxifolin
C01709  Hesperetin
C02906  Dihydromyricetin
C02947  4-Coumaroylshikimate
C03648  cis-3,4-Leucopelargonidin
C05334  Isosakuranetin
C05631  Eriodictyol
C05903  Kaempferol
C05904  Pelargonidin
C05905  Cyanidin
C05906  Leucocyanidin
C05907  Luteoforol
C05908  Delphinidin
C05909  Leucodelphinidin
C05911  Pentahydroxyflavanone
C06561  Naringenin chalcone
C06562  (+)-Catechin
C08578  Butein
C08650  Isoliquiritigenin
C09099  Naringenin 7-O-beta-D-glucoside
C09320  Afzelechin
C09614  Butin
C09727  (-)-Epicatechin
C09736  Fisetinidol-4beta-ol
C09751  Garbanzol
C09756  Homoeriodictyol
C09762  Liquiritigenin
C09789  Naringin
C09806  Neohesperidin
C09826  Pinobanksin
C09827  Pinocembrin
C09833  Sakuranetin
C10028  Chrysin
C10044  Galangin
C10107  Myricetin
C10192  Tricetin
C10434  5-O-Caffeoylshikimic acid
C12123  7,4'-Dihydroxyflavone
C12124  Apiforol
C12127  (+)-Gallocatechin
C12128  (-)-Epiafzelechin
C12136  (-)-Epigallocatechin
C12208  p-Coumaroyl quinic acid
C15525  Eriodictyol chalcone
C16404  Pinocembrin chalcone
C16405  Homoeriodictyol chalcone
C16406  Phlorizin chalcone
C16407  2',4,4',6'-Tetrahydroxychalcone 4'-O-glucoside
C16408  2',3,4,4',6'-Peptahydroxychalcone 4'-O-glucoside
C16409  Aureusidin 6-O-glucoside
C16410  Bracteatin 6-O-glucoside
C16415  5-Deoxyleucopelargonidin
C16416  Desmethylxanthohumol
C16417  Xanthohumol
C16418  Pinobanksin 3-O-acetate
C16419  Pinostrobin
C16422  Hesperetin 7-O-glucoside
C16492  8-C-Glucosylnaringenin
C21913  Dihydro-4-coumaroyl-CoA
C22048  4-O-Methylxanthohumol
Reference
  Authors
Tsai CJ, Harding SA, Tschaplinski TJ, Lindroth RL, Yuan Y.
  Title
Genome-wide analysis of the structural genes regulating defense phenylpropanoid metabolism in Populus.
  Journal
New Phytol 172:47-62 (2006)
DOI:10.1111/j.1469-8137.2006.01798.x
Reference
  Authors
Ono E, Hatayama M, Isono Y, Sato T, Watanabe R, Yonekura-Sakakibara K, Fukuchi-Mizutani M, Tanaka Y, Kusumi T, Nishino T, Nakayama T.
  Title
Localization of a flavonoid biosynthetic polyphenol oxidase in vacuoles.
  Journal
Plant J 45:133-43 (2006)
DOI:10.1111/j.1365-313X.2005.02625.x
Reference
  Authors
Morreel K, Goeminne G, Storme V, Sterck L, Ralph J, Coppieters W, Breyne P, Steenackers M, Georges M, Messens E, Boerjan W.
  Title
Genetical metabolomics of flavonoid biosynthesis in Populus: a case study.
  Journal
Plant J 47:224-37 (2006)
DOI:10.1111/j.1365-313X.2006.02786.x
Reference
  Authors
Ono E, Fukuchi-Mizutani M, Nakamura N, Fukui Y, Yonekura-Sakakibara K, Yamaguchi M, Nakayama T, Tanaka T, Kusumi T, Tanaka Y.
  Title
Yellow flowers generated by expression of the aurone biosynthetic pathway.
  Journal
Proc Natl Acad Sci U S A 103:11075-80 (2006)
DOI:10.1073/pnas.0604246103
Reference
  Authors
Halbwirth H, Martens S, Wienand U, Forkmann G, Stich K.
  Title
Synthesis of (14C)-labeled 5-deoxyflavonoids and their application in the study of dihydroflavonol/leucoanthocyanidin interconversion by dihydroflavonol 4-reductase.
  Journal
Plant Sci 170:587-595 (2006)
DOI:10.1016/j.plantsci.2005.10.013
Reference
  Authors
Stevens JF, Page JE.
  Title
Xanthohumol and related prenylflavonoids from hops and beer: to your good health!
  Journal
Phytochemistry 65:1317-30 (2004)
DOI:10.1016/j.phytochem.2004.04.025
Reference
  Authors
Ogata J, Itoh Y, Ishida M, Yoshida H, Ozeki Y
  Title
Cloning and heterologous expression of cDNAs encoding flavonoid glucosyltransferases from Dianthus caryophyllus.
  Journal
Plant Biotechnol 21:367-375 (2004)
DOI:10.5511/plantbiotechnology.21.367
Reference
  Authors
Springob K, Nakajima J, Yamazaki M, Saito K.
  Title
Recent advances in the biosynthesis and accumulation of anthocyanins.
  Journal
Nat Prod Rep 20:288-303 (2003)
DOI:10.1039/b109542k
Reference
  Authors
Shimada N, Aoki T, Sato S, Nakamura Y, Tabata S, Ayabe S.
  Title
A cluster of genes encodes the two types of chalcone isomerase involved in the biosynthesis of general flavonoids and legume-specific 5-deoxy(iso)flavonoids in Lotus japonicus.
  Journal
Plant Physiol 131:941-51 (2003)
DOI:10.1104/pp.004820
Reference
  Authors
Halbwirth H, Martens S, Wienand U, Forkmann G, Stich K.
  Title
Biochemical formation of anthocyanins in silk tissue of Zea mays.
  Journal
Plant Sci 164:489-495 (2003)
DOI:10.1016/S0168-9452(02)00433-8
Reference
  Authors
Martens S, Knott J, Seitz CA, Janvari L, Yu SN, Forkmann G.
  Title
Impact of biochemical pre-studies on specific metabolic engineering strategies of flavonoid biosynthesis in plant tissues.
  Journal
Biochem Eng J 14:227-235 (2003)
DOI:10.1016/S1369-703X(02)00224-3
Reference
  Authors
Nakayama T, Yonekura-Sakakibara K, Sato T, Kikuchi S, Fukui Y, Fukuchi-Mizutani M, Ueda T, Nakao M, Tanaka Y, Kusumi T, Nishino T.
  Title
Aureusidin synthase: a polyphenol oxidase homolog responsible for flower coloration.
  Journal
Science 290:1163-6 (2000)
DOI:10.1126/science.290.5494.1163
Reference
  Authors
Lewinsohn E, Britsch L, Mazur Y, Gressel J
  Title
Flavanone Glycoside Biosynthesis in Citrus: Chalcone Synthase, UDP-Glucose:Flavanone-7-O-Glucosyl-Transferase and -Rhamnosyl-Transferase Activities in Cell-Free Extracts.
  Journal
Plant Physiol 91:1323-8 (1989)
DOI:10.1104/pp.91.4.1323
Related
pathway
pvu00940  Phenylpropanoid biosynthesis
pvu00942  Anthocyanin biosynthesis
pvu00943  Isoflavonoid biosynthesis
pvu00944  Flavone and flavonol biosynthesis
KO pathway
ko00941   
LinkDB

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