Abrahams S, Lee E, Walker AR, Tanner GJ, Larkin PJ, Ashton AR (2003) The Arabidopsis TDS4 gene encodes leucoanthocyanidin dioxygenase (LDOX) and is essential for proanthocyanidin synthesis and vacuole development. Plant J 35:624–636
PubMed
Article
CAS
Google Scholar
Akhov L, Ashe P, Tan Y, Datla R, Selvaraj G (2009) Proanthocyanidin biosynthesis in the seed coat of yellow-seeded, canola quality Brassica napus YN01-429 is constrained at the committed step catalyzed by dihydroflavonol 4-reductase. Botany 87:616–625
Article
CAS
Google Scholar
Auger B, Baron C, Lucas MO, Vautrin S, Bergès H, Chalhoub B, Fautrel A, Renard M, Nesi N (2009) Brassica orthologs from BANYULS belong to a small multigene family, which is involved in procyanidin accumulation in the seed. Planta 230:1167–1183
PubMed
Article
CAS
Google Scholar
Baudry A, Caboche M, Lepiniec L (2006) TT8 controls its own expression in a feedback regulation involving TTG1 and homologous MYB and bHLH factors, allowing a strong and cell-specific accumulation of flavonoids in Arabidopsis thaliana. Plant J 46:768–779
PubMed
Article
CAS
Google Scholar
Baxter IR, Young JC, Armstrong G, Foster N, Bogenschutz N, Cordova T, Peer WA, Hazen SP, Murphy AS, Harper JF (2005) A plasma membrane H+-ATPase is required for the formation of proanthocyanidins in the seed coat endothelium of Arabidopsis thaliana. Proc Natl Acad Sci USA 102:2649–2654
PubMed
Article
CAS
Google Scholar
Bellani LM, Guarnieri M, Scialabba A (2002) Differences in the activity and distribution of peroxidases from three different portions of germinating Brassica oleracea seeds. Physiol Plant 114:102–108
PubMed
Article
CAS
Google Scholar
Besseau S, Hoffmann L, Geoffroy P, Lapierre C, Pollet B, Legrand M (2007) Flavonoid accumulation in Arabidopsis repressed in lignin synthesis affects auxin transport and plant growth. Plant Cell 19:148–162
PubMed
Article
CAS
Google Scholar
Bharti AK, Khurana JP (2003) Molecular characterization of transparent testa (tt) mutants of Arabidopsis thaliana (ecotype Estland) impaired in flavonoid biosynthetic pathway. Plant Sci 165:1321–1332
Article
CAS
Google Scholar
Borevitz JO, Xia Y, Blount J, Dixon RA, Lamb C (2000) Activation tagging identifies a conserved MYB regulator of phenylpropanoid biosynthesis. Plant Cell 12:2383–2394
PubMed
CAS
Google Scholar
Cai X, Davis EJ, Ballif J, Liang M, Bushman E, Haroldsen V, Torabinejad J, Wu Y (2006) Mutant identification and characterization of the laccase gene family in Arabidopsis. J Exp Bot 57:2563–2569
PubMed
Article
CAS
Google Scholar
Chai YR, Lei B, Huang HL, Li JN, Yin JM, Tang ZL, Wang R, Chen L (2009) TRANSPARENT TESTA 12 genes from Brassica napus and parental species: cloning, evolution, and differential involvement in yellow seed trait. Mol Genet Genom 281:109–123
Article
CAS
Google Scholar
Chen AH, Chai YR, Li JN, Chen L (2007) Molecular cloning of two genes encoding cinnamate 4-hydroxylase (C4H) from oilseed rape (Brassica napus). J Biochem Mol Biol 40:247–260
PubMed
Article
CAS
Google Scholar
Chen M, Wang Z, Zhu Y, Li Z, Hussain N, Xuan L, Guo W, Zhang G, Jiang L (2012) The effect of TRANSPARENT TESTA2 on seed fatty acid biosynthesis and tolerance to environmental stresses during young seedling establishment in Arabidopsis. Plant Physiol 160:1023–1036
PubMed
Article
CAS
Google Scholar
Dean G, Cao Y, Xiang D, Provart NJ, Ramsay L, Ahad A, White R, Selvaraj G, Datla R, Haughn G (2011) Analysis of gene expression patterns during seed coat development in Arabidopsis. Mol Plant 4:1074–1091
PubMed
Article
CAS
Google Scholar
Debeaujon I, Léon-Kloosterziel KM, Koornneef M (2000) Influence of the testa on seed dormancy, germination, and longevity in Arabidopsis. Plant Physiol 122:403–413
PubMed
Article
CAS
Google Scholar
Debeaujon I, Peeters AJM, Léon-Kloosterziel KM, Koornneef M (2001) The TRANSPARENT TESTA12 gene of Arabidopsis encodes a multidrug secondary transporter-like protein required for flavonoid sequestration in vacuoles of the seed coat endothelium. Plant Cell 13:853–871
PubMed
CAS
Google Scholar
Debeaujon I, Nesi N, Perez P, Devic M, Grandjean O, Caboche M, Lepiniec L (2003) Proanthocyanidin-accumulating cells in Arabidopsis testa: Regulation of differentiation and role in seed development. Plant Cell 15:2514–2531
PubMed
Article
CAS
Google Scholar
DeBolt S, Scheible WR, Schrick K, Auer M, Beisson F, Bischoff V, Bouvier-Navé P, Carroll A, Hematy K, Li Y, Milne J, Nair M, Schaller H, Zemla M, Somerville C (2009) Mutations in UDP-Glucose:sterol glucosyltransferase in Arabidopsis cause transparent testa phenotype and suberization defect in seeds. Plant Physiol 151:78–87
PubMed
Article
CAS
Google Scholar
Deng W, Chen G, Peng F, Truksa M, Snyder CL, Weselake RJ (2012) Transparent testa16 plays multiple roles in plant development and is involved in lipid synthesis and embryo development in canola. Plant Physiol 160:978–989
PubMed
Article
CAS
Google Scholar
Dixon RA, Xie DY, Sharma SB (2005) Proanthocyanidins—a final frontier in flavonoid research? New Phytol 165:9–28
PubMed
Article
CAS
Google Scholar
Dubos C, Le Gourrierec J, Baudry A, Huep G, Lanet E, Debeaujon I, Routaboul JM, Alboresi A, Weisshaar B, Lepiniec L (2008) MYBL2 is a new regulator of flavonoid biosynthesis in Arabidopsis thaliana. Plant J 55:940–953
PubMed
Article
CAS
Google Scholar
El-Mezawy A, Wu L, Shah S (2009) A seed coat-specific promoter for canola. Biotechnol Lett 31:1961–1965
PubMed
Article
CAS
Google Scholar
Espín JC, Jolivet S, Wichers HJ (1999) Kinetic study of the oxidation of γ-L-glutaminyl-4-hydroxybenzene catalyzed by mushroom (Agaricus bisporus) tyrosinase. J Agric Food Chem 47:3495–3502
PubMed
Article
Google Scholar
Feyissa DN, Løvdal T, Olsen KM, Slimestad R, Lillo C (2009) The endogenous GL3, but not EGL3, gene is necessary for anthocyanin accumulation as induced by nitrogen depletion in Arabidopsis rosette stage leaves. Planta 230:747–754
PubMed
Article
CAS
Google Scholar
Funa N, Ohnishi Y, Fujii I, Shibuya M, Ebizuka Y, Horinouchi S (1999) A new pathway for polyketide synthesis in microorganisms. Nature 400:897–899
PubMed
Article
CAS
Google Scholar
Gao P, Li X, Cui D, Wu L, Parkin I, Gruber MY (2010) A new dominant Arabidopsis transparent testa mutant, sk21-D, and modulation of seed flavonoid biosynthesis by KAN4. Plant Biotechnol J 8:979–993
PubMed
Article
CAS
Google Scholar
Heinekamp T, Thywissen A, Macheleidt J, Keller S, Valiante V, Brakhage AA (2012) Aspergillus fumigatus melanins: Interference with the host endocytosis pathway and impact on virulence. Front Microbio 3:440. doi:10.3389/fmicb.2012.00440
Jiang HL, Liang Y (2006) Studies on purification and properties of phenylalanine ammonia-lyase (PAL) in Brassica napus. Chin Agric Sci Bull 22(7):282–286
Google Scholar
Kitamura S, Shikazono N, Tanaka A (2004) TRANSPARENT TESTA 19 is involved in the accumulation of both anthocyanins and proanthocyanidins in Arabidopsis. Plant J 37:104–114
PubMed
Article
CAS
Google Scholar
Kitamura S, Matsuda F, Tohge T, Yonekura-Sakakibara K, Yamazaki M, Saito K, Narumi I (2010) Metabolic profiling and cytological analysis of proanthocyanidins in immature seeds of Arabidopsis thaliana flavonoid accumulation mutants. Plant J 62:549–559
PubMed
Article
CAS
Google Scholar
Kubo H, Kishi M, Goto K (2008) Expression analysis of ANTHOCYANINLESS2 gene in Arabidopsis. Plant Sci 175:853–857
Article
CAS
Google Scholar
Li Y, Li J, Chai Y, Yang C, Lei B (2005) Cloning and sequence analysis of a DFR gene from Brassica campestris L. var. oleifera DC. Mol Plant Breed 3(4):485–492
CAS
Google Scholar
Li X, Westcott N, Links M, Gruber MY (2010) Seed coat phenolics and the developing silique transcriptome of Brassica carinata. J Agric Food Chem 58:10918–10928
Article
CAS
Google Scholar
Liu LZ, Li MT, Wang H, Lin N, Chen L, Meng JL, Li JN (2004) Studies of yellow-seeded gene in Brassica napus with mRNA differential display. Sci Agric Sin 37:1772–1776
CAS
Google Scholar
Liu L, Stein A, Wittkop B, Sarvari P, Li J, Yan X, Dreyer F, Frauen M, Friedt W, Snowdon RJ (2012) A knockout mutation in the lignin biosynthesis gene CCR1 explains a major QTL for acid detergent lignin content in Brassica napus seeds. Theor Appl Genet 124:1573–1586
PubMed
Article
CAS
Google Scholar
Marles MAS, Gruber MY (2004) Histochemical characterisation of unextractable seed coat pigments and quantification of extractable lignin in the Brassicaceae. J Sci Food Agric 84:251–262
Article
CAS
Google Scholar
Marles MAS, Gruber MY, Scoles GJ, Muir AD (2003) Pigmentation in the developing seed coat and seedling leaves of Brassica carinata is controlled at the dihydroflavonol reductase locus. Phytochemistry 62:663–672
PubMed
Article
CAS
Google Scholar
McCaig BC, Meagher RB, Dean JF (2005) Gene structure and molecular analysis of the laccase-like multicopper oxidase (LMCO) gene family in Arabidopsis thaliana. Planta 221:619–636
PubMed
Article
CAS
Google Scholar
Nesi N, Debeaujon I, Jond C, Pelletier G, Caboche M, Lepiniec L (2000) The TT8 gene encodes a basic helix-loop-helix domain protein required for expression of DFR and BAN genes in Arabidopsis siliques. Plant Cell 12:1863–1878
PubMed
CAS
Google Scholar
Nesi N, Jond C, Debeaujon I, Caboche M, Lepiniec L (2001) The Arabidopsis TT2 gene encodes an R2R3 MYB domain protein that acts as a key determinant for proanthocyanidin accumulation in developing seed. Plant Cell 13:2099–2114
PubMed
CAS
Google Scholar
Nesi N, Debeaujon I, Jond C, Stewart AJ, Jenkins GI, Caboche M, Lepiniec L (2002) The TRANSPARENT TESTA16 locus encodes the ARABIDOPSIS BSISTER MADS domain protein and is required for proper development and pigmentation of the seed coat. Plant Cell 14:2463–2479
PubMed
Article
CAS
Google Scholar
Nesi N, Lucas MO, Auger B, Baron C, Lécureuil A, Guerche P, Kronenberger J, Lepiniec L, Debeaujon I, Renard M (2009) The promoter of the Arabidopsis thaliana BAN gene is active in proanthocyanidin-accumulating cells of the Brassica napus seed coat. Plant Cell Rep 28:601–617
PubMed
Article
CAS
Google Scholar
Ni Y, Jiang HL, Lei B, Li JN, Chai YR (2008) Molecular cloning, characterization and expression of two rapeseed (Brassica napus L.) cDNAs orthologous to Arabidopsis thaliana phenylalanine ammonia-lyase 1. Euphytica 159:1–16
Article
CAS
Google Scholar
Nicolaus RA, Piattelli M, Fattorusso E (1964) The structure of melanins and melanogenesis. IV. On some natural melanins. Tetrahedron 20:1163–1172
PubMed
Article
CAS
Google Scholar
Payne CT, Zhang F, Lloyd AM (2000) GL3 encodes a bHLH protein that regulates trichome development in Arabidopsis through interaction with GL1 and TTG1. Genetics 156:349–1362
Google Scholar
Pelletier MK, Shirley BW (1996) Analysis of flavanone 3-hydroxylase in Arabidopsis seedlings. Coordinate regulation with chalcone synthase and chalcone isomerase. Plant Physiol 111:339–345
PubMed
Article
CAS
Google Scholar
Plonka PM, Grabacka M (2006) Melanin synthesis in microorganisms—biotechnological and medical aspects. Acta Biochim Pol 53(3):429–443
PubMed
CAS
Google Scholar
Pourcel L, Routaboul JM, Kerhoas L, Caboche M, Lepiniec L, Debeaujon I (2005) TRANSPARENT TESTA10 encodes a laccase-like enzyme involved in oxidative polymerization of flavonoids in Arabidopsis seed coat. Plant Cell 17:2966–2980
PubMed
Article
CAS
Google Scholar
Pourcel L, Routaboul JM, Cheynier V, Lepiniec L, Debeaujon I (2007) Flavonoid oxidation in plants: from biochemical properties to physiological functions. Trends Plant Sci 12:29–36
PubMed
Article
CAS
Google Scholar
Ran XZ, Liang Y, Li JN (2005) Analysis of the lignin contents and related enzymes activities in seed coat between black-seeded and yellow-seeded rapes (Brassica napus L.). Sci Agric Sin(12):890–897
Google Scholar
Routaboul JM, Kerhoas L, Debeaujon I, Pourcel L, Caboche M, Einhorn J, Lepiniec L (2006) Flavonoid diversity and biosynthesis in seed of Arabidopsis thaliana. Planta 224:96–107
PubMed
Article
CAS
Google Scholar
Routaboul JM, Dubos C, Beck G, Marquis C, Bidzinski P, Loudet O, Lepiniec L (2012) Metabolite profiling and quantitative genetics of natural variation for flavonoids in Arabidopsis. J Exp Bot 63:3749–3764
PubMed
Article
CAS
Google Scholar
Sagasser M, Lu GH, Hahlbrock K, Weisshaar B (2002) A. thaliana TRANSPARENT TESTA 1 is involved in seed coat development and defines the WIP subfamily of plant zinc finger proteins. Genes Dev 16:138–149
PubMed
Article
CAS
Google Scholar
Schoenbohm C, Martens S, Eder C, Forkmann G, Weisshaar B (2000) Identification of the Arabidopsis thaliana flavonoid 3′-hydroxylase gene and functional expression of the encoded P450 enzyme. Biol Chem 381:749–753
PubMed
Article
CAS
Google Scholar
Shirley BW, Hanley S, Goodman HM (1992) Effects of ionizing radiation on a plant genome: analysis of two Arabidopsis transparent testa mutations. Plant Cell 4:333–347
PubMed
CAS
Google Scholar
Shirley BW, Kubasek WL, Storz G, Bruggemann E, Koornneef M, Ausubel FM, Goodman HM (1995) Analysis of Arabidopsis mutants deficient in flavonoid biosynthesis. Plant J 8:659–671
PubMed
Article
CAS
Google Scholar
Stracke R, Jahns O, Keck M, Tohge T, Niehaus K, Fernie AR, Weisshaar B (2010) Analysis of production of flavonol glycosides-dependent flavonol glycoside accumulation in Arabidopsis thaliana plants reveals MYB11-, MYB12- and MYB111-independent flavonol glycoside accumulation. New Phytol 188:985–1000
PubMed
Article
CAS
Google Scholar
Tanaka A, Tano S, Chantes T, Yokota Y, Shikazono N, Watanabe H (1997) A new Arabidopsis mutant induced by ion beams affects flavonoid synthesis with spotted pigmentation in testa. Genes Genet Syst 72:141–148
PubMed
Article
CAS
Google Scholar
Tsuchiya Y, Nambara E, Naito S, McCourt P (2004) The FUS3 transcription factor functions through the epidermal regulator TTG1 during embryogenesis in Arabidopsis. Plant J 37:73–81
PubMed
Article
CAS
Google Scholar
Walker AR, Davison PA, Bolognesi-Winfield AC, James CM, Srinivasan N, Blundell TL, Esch JJ, Marks MD, Gray JC (1999) The TRANSPARENT TESTA GLABRA1 locus, which regulates trichome differentiation and anthocyanin biosynthesis in Arabidopsis, encodes a WD40 repeat protein. Plant Cell 11:1377–1350
Google Scholar
Wang Y, Liu X, Lu M (1996) Study on the structure of several natural melanins by FTIR spectrometer. Anal Lab 15(6):63–65
Google Scholar
Wei YL, Li JN, Lu J, Tang ZL, Pu DC, Chai YR (2007) Molecular cloning of Brassica napus TRANSPARENT TESTA 2 gene family encoding potential MYB regulatory proteins of proanthocyanidin biosynthesis. Mol Biol Rep 34:105–120
PubMed
Article
CAS
Google Scholar
Wu L, El-Mezawy A, Duong M, Shah S (2010) Two seed coat-specific promoters are functionally conserved between Arabidopsis thaliana and Brassica napus. In Vitro Cell Dev Biol Plant 46:338–347
Article
CAS
Google Scholar
Xie DY, Sharma SB, Paiva NL, Ferreira D, Dixon RA (2003) Role of anthocyanidin reductase, encoded by BANYULS in plant flavonoid biosynthesis. Science 299:396–399
PubMed
Article
CAS
Google Scholar
Xu BB, Li JN, Zhang XK, Wang R, Xie LL, Chai YR (2007) Cloning and molecular characterization of a functional flavonoid 3′-hydroxylase gene from Brassica napus. J Plant Physiol 164:350–363
PubMed
Article
CAS
Google Scholar
Yan M, Liu X, Guan C, Chen X, Liu Z (2011) Cloning and expression analysis of an anthocyanidin synthase gene homolog from Brassica juncea. Mol Breed 28:313–322
Article
CAS
Google Scholar
Ye XL, Li JN, Tang ZL, Chen L (2001a) Dynamic studies on difference of seedcoat pigments and related characters between black-seeded and yellow-seeded rapeseed lines (Brassica napus L.) in the developmental stages of embryo. Proceedings of International Symposium on Rapeseed Science. Science Press, New York, pp 73–84
Google Scholar
Ye XL, Li JN, Tang ZL, Liang Y, Chen L (2001b) Study on seed coat colour and related characters of Brassica napus L. Acta Agron Sci 27:550–556
Google Scholar
Ye XL, Li XG, Li JN (2002) Mechanism of melanin synthesis in seed coat of Brassica napus L. Acta Agron Sci 28:638–643
Google Scholar
Yu CY, Hu SW (2006) Discrimination of two dominant inheritance model of yellow-seededness of Brassica napus. Brassica 8:19–22
Google Scholar
Yu CY, Leišova L, Kučera V, Vyvadilová M, Ovesná J, Dotlačil L, Hu SW (2007) Assessment of genetic diversity of yellow-seeded rapeseed (Brassica napus L.) accessions by AFLP markers. Czech J Genet Plant Breed 43(3):105–112
CAS
Google Scholar
Zhang XK, Yang GT, Chen L, Yin JM, Tang ZL, Li JN (2006) Physiological differences between yellow-seeded and black-seeded rapeseeds (Brassica napus L.) with different testa characteristics during artificial ageing. Seed Sci Technol 34:373–381
Google Scholar
Zhang J, Lu Y, Yuan Y, Zhang X, Geng J, Chen Y, Cloutier S, McVetty PB, Li G (2009) Map-based cloning and characterization of a gene controlling hairiness and seed coat color traits in Brassica rapa. Plant Mol Biol 69:553–563
PubMed
Article
CAS
Google Scholar
Zhao J, Pang Y, Dixon RA (2010) The mysteries of proanthocyanidin transport and polymerization. Plant Physiol 153:437–443
PubMed
Article
CAS
Google Scholar
Zhu QY, Chen GM (2009) The extracting condition of melanin from the banana skin. Food Res Dev 10:171–173
Google Scholar