Medicago glucosyltransferase UGT72L1: Potential roles in proanthocyanidin biosynthesis

Planta

Volumn 238, Issue 1, 2013, Pages 139-154

  Pang, Yongzhen ^a,c   Cheng, Xiaofei ^a   Huhman, David V ^a   Ma, Junying ^a   Peel, Gregory J ^a,d   Yonekura Sakakibara, Keiko ^b   Saito, Kazuki ^b   Shen, Guoan ^a   Sumner, Lloyd W ^a   Tang, Yuhong ^a   Wen, Jianqi ^a   Yun, Jianfei ^a   Dixon, Richard A ^a,e  

^a PLANT BIOLOGY DIVISION   (United States)

^b RIKEN Center for Sustainable Resource Science   (Japan)

^c INSTITUTE OF BOTANY   (China)

^d Calgene LLC Monsanto   (United States)

^e UNIVERSITY OF NORTH TEXAS   (United States)

Author keywords

Condensed tannin; Epicatechin; Glucosyltransferase; Hairy roots; Metabolic engineering

Indexed keywords

ARABIDOPSIS PROTEIN; CATECHIN; GLUCOSYLTRANSFERASE; LACCASE; OXIDOREDUCTASE; PROANTHOCYANIDIN; TT10 PROTEIN, ARABIDOPSIS; VEGETABLE PROTEIN;

ARABIDOPSIS; ARTICLE; BARREL MEDIC; BIOSYNTHESIS; CYTOSOL; ENZYMOLOGY; GENE EXPRESSION REGULATION; GENETICS; METABOLISM; MUTATION; PLANT ROOT; PLANT SEED; PROMOTER REGION; TRANSGENIC PLANT;

ARABIDOPSIS; ARABIDOPSIS PROTEINS; CATECHIN; CYTOSOL; GENE EXPRESSION REGULATION, PLANT; GLUCOSYLTRANSFERASES; LACCASE; MEDICAGO TRUNCATULA; MUTATION; NADH, NADPH OXIDOREDUCTASES; PLANT PROTEINS; PLANT ROOTS; PLANTS, GENETICALLY MODIFIED; PROANTHOCYANIDINS; PROMOTER REGIONS, GENETIC; SEEDS;

ARABIDOPSIS; ARABIDOPSIS THALIANA; MEDICAGO; MEDICAGO TRUNCATULA;

EID: 84879505892     PISSN: 00320935     EISSN: 14322048     Source Type: Journal    
DOI: 10.1007/s00425-013-1879-z     Document Type: Article

References (51)

1. Abe M, Takahashi T, Komeda Y (2001) Identification of a cis-regulatory element for L1 layer-specific gene expression, which is targeted by an L1-specific homeodomain protein. Plant J 26: 487-494.
2. Abrahams S, Tanner GJ, Larkin PJ, Ashton AR (2002) Identification and biochemical characterization of mutants in the proanthocyanidin pathway in Arabidopsis. Plant Physiol 130: 561-576.
3. 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.
4. Cheng H, Li L, Cheng S, Cao F, Wang Y, Yuan H (2011) Molecular cloning and function assay of a chalcone isomerase gene (GbCHI) from Ginkgo biloba. Plant Cell Rep 30: 49-62.
5. Clough SJ, Bent AF (1998) Floral dip: a simplified method for Agrobacterium-mediated transformation of Arabidopsis thaliana. Plant J 16: 735-743.
6. Debeaujon I, Leon-Kloosterziel KM, Koornneef M (2000) Influence of the testa on seed dormancy, germination, and longevity in Arabidopsis. Plant Physiol 122: 403-414.
7. 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.
8. Dellaporta SL, Wood J, Hicks JB (1983) A plant DNA minipreparation: Version II. Plant Mol Biol Rep 1: 19-21.
9. Dixon RA, Xie DY, Sharma SB (2005) Proanthocyanidins: a final frontier in flavonoid research? New Phytol 165: 9-28.
10. Fujita A, Soma N, Goto-Yamamoto N, Shindo H, Kakuta T, Koizumi T, Hashizume K (2005) Anthocyanidin reductase gene expression and accumulation of flavan-3-ols in grape berry. Am J Enol Viticult 56: 336-342.
11. Hartmann U, Sagasser M, Mehrtens F, Stracke R, Weisshaar B (2005) Differential combinatorial interactions of cis-acting elements recognized by R2R3-MYB, BZIP, and BHLH factors control light-responsive and tissue-specific activation of phenylpropanoid biosynthesis genes. Plant Mol Biol 57: 155-171.
12. Hartzfeld PW, Forkner R, Hunter MD, Hagerman AE (2002) Determination of hydrolyzable tannins (gallotannins and ellagitannins) after reaction with potassium iodate. J Agric Food Chem 50: 1785-1790.
13. He F, Pan QH, Shi Y, Duan CQ (2008) Biosynthesis and genetic regulation of proanthocyanidins in plants. Molecules 13: 2674-2703.
14. Hefner T, Arend J, Warzecha H, Siems K, Stockigt J (2002) Arbutin synthase, a novel member of the NRD1beta glycosyltransferase family, is a unique multifunctional enzyme converting various natural products and xenobiotics. Bioorg Med Chem 10: 1731-1741.
15. Higo K, Ugawa Y, Iwamoto M, Korenaga T (1999) Plant cis-acting regulatory DNA elements (PLACE) database: 1999. Nucleic Acids Res 27: 297-300.
16. Karimi M, Inze D, Depicker A (2002) GATEWAY vectors for Agrobacterium-mediated plant transformation. Trends Plant Sci 7: 193-195.
17. Kennedy JA, Jones GP (2001) Analysis of proanthocyanidin cleavage products following acid-catalysis in the presence of excess phloroglucinol. J Agric Food Chem 49: 1740-1746.
18. 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.
19. 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.
20. Lepiniec L, Debeaujon I, Routaboul JM, Baudry A, Pourcel L, Nesi N, Caboche M (2006) Genetics and biochemistry of seed flavonoids. Annu Rev Plant Biol 57: 405-430.
21. Limpens E, Ramos J, Franken C, Raz V, Compaan B, Franssen H, Bisseling T, Geurts R (2004) RNA interference in Agrobacterium rhizogenes-transformed roots of Arabidopsis and Medicago truncatula. J Exp Bot 55: 983-992.
22. Logemann E, Parniske M, Hahlbrock K (1995) Modes of expression and common structural features of the complete phenylalanine ammonia-lyase gene family in parsley. Proc Natl Acad Sci USA 92: 5905-5909.
23. Long JA, Moan EI, Medford JI, Barton MK (1996) A member of the KNOTTED class of homeodomain proteins encoded by the STM gene of Arabidopsis. Nature 379: 66-69.
24. Marinova K, Pourcel L, Weder B, Schwarz M, Barron D, Routaboul JM, Debeaujon I, Klein M (2007) The Arabidopsis MATE transporter TT12 acts as a vacuolar flavonoid/H+-antiporter active in proanthocyanidin-accumulating cells of the seed coat. Plant Cell 19: 2023-2038.
25. McKay DL, Blumberg JB (2002) The role of tea in human health: an update. J Am Coll Nutr 21: 1-13.
26. Nassiri-Asl M, Hosseinzadeh H (2009) Review of the pharmacological effects of Vitis vinifera (grape) and its bioactive compounds. Phytother Res 23: 1197-1204.
27. 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.
28. Nonaka G (1989) Isolation and structure elucidation of tannins. Pure Appl Chem 61: 357-360.
29. Pang Y, Peel GJ, Wright E, Wang Z, Dixon RA (2007) Early steps in proanthocyanidin biosynthesis in the model legume Medicago truncatula. Plant Physiol 145: 601-615.
30. Pang Y, Peel GJ, Sharma SB, Tang Y, Dixon RA (2008) A transcript profiling approach reveals an epicatechin-specific glucosyltransferase expressed in the seed coat of Medicago truncatula. Proc Natl Acad Sci USA 105: 14210-14215.
31. Pang Y, Wenger JP, Saathoff K, Peel GJ, Wen J, Huhman D, Allen SN, Tang Y, Cheng X, Tadege M, Ratet P, Mysore KS, Sumner LW, Marks MD, Dixon RA (2009) A WD40 repeat protein from Medicago truncatula is necessary for tissue-specific anthocyanin and proanthocyanidin biosynthesis but not for trichome development. Plant Physiol 151: 1114-1129.
32. Peel GJ, Dixon RA (2007) Detection and quantification of engineered proanthocyanidins in Transgenic plants. Nat Prod Commun 2: 1009-1014.
33. Peng X, Ma J, Chao J, Sun Z, Chang RC, Tse I, Li ET, Chen F, Wang M (2010) Beneficial effects of cinnamon proanthocyanidins on the formation of specific advanced glycation endproducts and methylglyoxal-induced impairment on glucose consumption. J Agric Food Chem 58: 6692-6696.
34. 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.
35. Saito K, Kobayashi M, Gong Z, Tanaka Y, Yamazaki M (1999) Direct evidence for anthocyanidin synthase as a 2-oxoglutarate-dependent oxygenase: molecular cloning and functional expression of cDNA from a red forma of Perilla frutescens. Plant J 17: 181-189.
36. Sharma SB, Dixon RA (2005) Metabolic engineering of proanthocyanidins by ectopic expression of transcription factors in Arabidopsis thaliana. Plant J 44: 62-75.
37. Solano R, Nieto C, Avila J, Canas L, Diaz I, Paz-Ares J (1995) Dual DNA binding specificity of a petal epidermis-specific MYB transcription factor (MYB. Ph3) from Petunia hybrida. EMBO J 14: 1773-1784.
38. Sutoh K, Yamauchi D (2003) Two cis-acting elements necessary and sufficient for gibberellin-upregulated proteinase expression in rice seeds. Plant J 34: 635-645.
39. Tadege M, Ratet P, Mysore KS (2005) Insertional mutagenesis: a Swiss Army knife for functional genomics of Medicago truncatula. Trends Plant Sci 10: 229-235.
40. Tadege M, Wen J, He J, Tu H, Kwak Y, Eschstruth A, Cayrel A, Endre G, Zhao PX, Chabaud M, Ratet P, Mysore KS (2008) Large-scale insertional mutagenesis using the Tnt1 retrotransposon in the model legume Medicago truncatula. Plant J 54: 335-347.
41. Tanner GJ, Francki KT, Abrahams S, Watson JM, Larkin PJ, Ashton AR (2003) Proanthocyanidin biosynthesis in plants. Purification of legume leucoanthocyanidin reductase and molecular cloning of its cDNA. J Biol Chem 278: 31647-31656.
42. Wang HL, Grusak MA (2005) Structure and development of Medicago truncatula pod wall and seed coat. Ann Bot 95: 737-747.
43. Wang S, Wang JW, Yu N, Li CH, Luo B, Gou JY, Wang LJ, Chen XY (2004) Control of plant trichome development by a cotton fiber MYB gene. Plant Cell 16: 2323-2334.
44. Wang J, Ho L, Zhao W, Ono K, Rosensweig C, Chen L, Humala N, Teplow DB, Pasinetti GM (2008) Grape-derived polyphenolics prevent Abeta oligomerization and attenuate cognitive deterioration in a mouse model of Alzheimer's disease. J Neurosci 28: 6388-6392.
45. Winkel-Shirley B (2001) Flavonoid biosynthesis. A colorful model for genetics, biochemistry, cell biology, and biotechnology. Plant Physiol 126: 485-493.
46. 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.
47. Zhao J, Dixon RA (2009) MATE transporters facilitate vacuolar uptake of epicatechin 3′-O-glucoside for proanthocyanidin biosynthesis in Medicago truncatula and Arabidopsis. Plant Cell 21: 2323-2340.
48. Zhao J, Dixon RA (2010) The 'ins' and 'outs' of flavonoid transport. Trends Plant Sci 15: 72-80.
49. Zhao J, Pang Y, Dixon RA (2010) The mysteries of proanthocyanidin transport and polymerization. Plant Physiol 153: 437-443.
50. Zhou R, Jackson L, Shadle G, Nakashima J, Temple S, Chen F, Dixon RA (2010) Distinct cinnamoyl CoA reductases involved in parallel routes to lignin in Medicago truncatula. Proc Natl Acad Sci USA 107: 17803-17808.
51. Zhu Q, Ordiz MI, Dabi T, Beachy RN, Lamb C (2002) Rice TATA binding protein interacts functionally with transcription factor IIB and the RF2a bZIP transcriptional activator in an enhanced plant in vitro transcription system. Plant Cell 14: 795-803.