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Pyridine metabolism in tea plants: salvage, conjugate formation and catabolism

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Abstract

Pyridine compounds, including nicotinic acid and nicotinamide, are key metabolites of both the salvage pathway for NAD and the biosynthesis of related secondary compounds. We examined the in situ metabolic fate of [carbonyl-14C]nicotinamide, [2-14C]nicotinic acid and [carboxyl-14C]nicotinic acid riboside in tissue segments of tea (Camellia sinensis) plants, and determined the activity of enzymes involved in pyridine metabolism in protein extracts from young tea leaves. Exogenously supplied 14C-labelled nicotinamide was readily converted to nicotinic acid, and some nicotinic acid was salvaged to nicotinic acid mononucleotide and then utilized for the synthesis of NAD and NADP. The nicotinic acid riboside salvage pathway discovered recently in mungbean cotyledons is also operative in tea leaves. Nicotinic acid was converted to nicotinic acid N-glucoside, but not to trigonelline (N-methylnicotinic acid), in any part of tea seedlings. Active catabolism of nicotinic acid was observed in tea leaves. The fate of [2-14C]nicotinic acid indicates that glutaric acid is a major catabolite of nicotinic acid; it was further metabolised, and carbon atoms were finally released as CO2. The catabolic pathway observed in tea leaves appears to start with the nicotinic acid N-glucoside formation; this pathway differs from catabolic pathways observed in microorganisms. Profiles of pyridine metabolism in tea plants are discussed.

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References

  • Ashihara H, Stasolla C, Yin Y, Loukanina N, Thorpe TA (2005) De novo and salvage biosynthetic pathways of pyridine nucleotides and nicotinic acid conjugates in cultured plant cells. Plant Sci 169:107–114

    Article  CAS  Google Scholar 

  • Ashihara H, Luit B, Belmonte M, Stasolla C (2008) Metabolism of nicotinamide, adenine and inosine in developing microspore-derived canola (Brassica napus) embryos. Plant Physiol Biochem 46:752–759

    Article  PubMed  CAS  Google Scholar 

  • Ashihara H, Deng W-W, Mullen W, Crozier A (2010) Distribution and biosynthesis of flavan-3-ols in Camellia sinensis seedlings and expression of genes encoding biosynthetic enzymes. Phytochemistry 71:559–566

    Article  PubMed  CAS  Google Scholar 

  • Ashihara H, Deng W-W, Nagai C (2011a) Trigonelline biosynthesis and the pyridine nucleotide cycle in Coffea arabica fruits: metabolic fate of [carboxyl-14C]nicotinic acid riboside. Phytochem Lett 4:235–239

    Article  CAS  Google Scholar 

  • Ashihara H, Yin Y, Watanabe S (2011b) Nicotinamide metabolism in ferns: Formation of nicotinic acid glucoside. Plant Physiol Biochem 49:275–279

    Article  PubMed  CAS  Google Scholar 

  • Barz W (1985) Metabolism and degradation of nicotinic acid in plant cell cultures. In: Neumann KH, Barz W, Reinhard E (eds) Primary and secondary metabolism of plant cell cultures. Springer, Berlin, pp 186–195

    Chapter  Google Scholar 

  • Berger F, Ramirez-Hernandez MH, Ziegler M (2004) The new life of a centenarian: signalling functions of NAD(P). Trends Biochem Sci 29:111–118

    Article  PubMed  CAS  Google Scholar 

  • Bieganowski P, Brenner C (2004) Discoveries of nicotinamide riboside as a nutrient and conserved NRK genes establish a Preiss–Handler independent route to NAD+ in fungi and humans. Cell 117:495–502

    Article  PubMed  CAS  Google Scholar 

  • Crozier A, Ashihara H, Tomas-Barberan F (2011) Teas, cocoa and coffee: plant secondary metabolites and health. Wiley-Blackwell, Oxford

    Book  Google Scholar 

  • Deng W-W, Ashihara H (2010) Profiles of purine metabolism in leaves and roots of Camellia sinensis seedlings. Plant Cell Physiol 51:2105–2118

    Article  PubMed  CAS  Google Scholar 

  • Deng W-W, Ogita S, Ashihara H (2008) Biosynthesis of theanine (γ-ethylamino-l-glutamic acid) in seedlings of Camellia sinensis. Phytochem Lett 1:115–119

    Article  CAS  Google Scholar 

  • Deng W-W, Ogita S, Ashihara H (2010) Distribution and biosynthesis of theanine in Theaceae plants. Plant Physiol Biochem 48:70–72

    Article  PubMed  CAS  Google Scholar 

  • Gholson RK (1966) The pyridine nucleotide cycle. Nature 212:933–935

    Article  CAS  Google Scholar 

  • Hashida SN, Takahashi H, Uchimiya H (2009) The role of NAD biosynthesis in plant development and stress responses. Ann Bot 103:819–824

    Article  PubMed  CAS  Google Scholar 

  • Hiles RA, Byerrum RU (1969) The role of the pyridine nucleotide cycle in the biosynthesis of ricinine. Phytochemistry 8:1927–1930

    Article  CAS  Google Scholar 

  • Hunt L, Lerner F, Ziegler M (2004) NAD—new roles in signalling and gene regulation in plants. New Phytol 163:31–44

    Article  CAS  Google Scholar 

  • Jiménez JI, Canales Á, Jiménez-Barbero J, Ginalski K, Rychlewski L, García JL, Díaz E (2008) Deciphering the genetic determinants for aerobic nicotinic acid degradation: the nic cluster from Pseudomonas putida KT2440. Proc Natl Acad Sci 105:11329–11334

    Article  PubMed  Google Scholar 

  • Katahira R, Ashihara H (2009) Profiles of the biosynthesis and metabolism of pyridine nucleotides in potatoes (Solanum tuberosum L.). Planta 231:35–42

    Article  PubMed  CAS  Google Scholar 

  • Katoh A, Hashimoto T (2004) Molecular biology of pyridine nucleotide and nicotine biosynthesis. Front Biosci 9:1577–1586

    Article  PubMed  CAS  Google Scholar 

  • Katoh A, Uenohara K, Akita M, Hashimoto T (2006) Early steps in the biosynthesis of NAD in Arabidopsis start with aspartate and occur in the plastid. Plant Physiol 141:851–857

    Article  PubMed  CAS  Google Scholar 

  • Komoßa D, Barz W (1988) Glutaric acid as a catabolites of nicotinic acid in parsley cell suspension cultures. Z Naturforsch 43c:843–849

    Google Scholar 

  • Matsui A, Ashihara H (2008) Nicotinate riboside salvage in plants: Presence of nicotinate riboside kinase in mungbean seedlings. Plant Physiol Biochem 46:104–108

    Article  PubMed  CAS  Google Scholar 

  • Matsui A, Yin Y, Yamanaka K, Iwasaki M, Ashihara H (2007) Metabolic fate of nicotinamide in higher plants. Physiol Plant 131:191–200

    PubMed  CAS  Google Scholar 

  • Mizusaki S, Tanabe Y, Kisaki T, Tamaki E (1970) Metabolism of nicotinic acid in tobacco plants. Phytochemistry 9:549–554

    Article  CAS  Google Scholar 

  • Moat AG, Foster JW (1987) Biosynthesis and salvage pathways of pyridine nucleotides. In: Dolphin D, Avramovic O, Poulson R (eds) Pyridine nucleotide coenzymes chemical, biochemical, and medical aspects, part B. Wiley, New York, pp 1–24

    Google Scholar 

  • Noctor G, Queval G, Gakiere B (2006) NAD(P) synthesis and pyridine nucleotide cycling in plants and their potential importance in stress conditions. J Exp Bot 57:1603–1620

    Article  PubMed  CAS  Google Scholar 

  • Noctor G, Hager J, Li S (2011) Biosynthesis of NAD and its manipulation in plants. In: Fabrice R, Roland D (eds) Advances in botanical research, vol 58. Academic Press, London, pp 153–201

    Google Scholar 

  • Rongvaux A, Andris F, Van Gool F, Leo O (2003) Reconstructing eukaryotic NAD metabolism. BioEssays 25:683–690

    Article  PubMed  CAS  Google Scholar 

  • Shoji T, Hashimoto T (2011) Nicotine biosynthesis. In: Ashihara H, Crozier A, Komamine A (eds) Plant metabolism and biotechnology. Wiley, Chichester, pp 191–216

    Chapter  Google Scholar 

  • Upmeier B, Thomzik JE, Barz W (1988) Nicotinic acid-N-glucoside in heterotrophic parsley cell suspension cultures. Phytochemistry 27:3489–3493

    Article  CAS  Google Scholar 

  • Wagner R, Feth F, Wagner KG (1986) The pyridine-nucleotide cycle in tobacco: enzyme activities for the recycling of NAD. Planta 167:226–232

    Article  CAS  Google Scholar 

  • Waller GR, Yang KS, Gholson RK, Hadwiger LA, Chaykin S (1966) The pyridine nucleotide cycle and its role in the biosynthesis of ricinine by Ricinus communis L. J Biol Chem 241:4411–4418

    PubMed  CAS  Google Scholar 

  • Willeke U, Heeger V, Meise M, Neuhann H, Schindelmeiser I, Vordemfelde K, Barz W (1979) Mutually exclusive occurrence and metabolism of trigonelline and nicotinic acid arabinoside in plant cell cultures. Phytochemistry 18:105–110

    Article  CAS  Google Scholar 

  • Zheng XQ, Ashihara H (2004) Distribution, biosynthesis and function of purine and pyridine alkaloids in Coffea arabica seedlings. Plant Sci 166:807–813

    Article  CAS  Google Scholar 

  • Zheng XQ, Nagai C, Ashihara H (2004) Pyridine nucleotide cycle and trigonelline (N-methylnicotinic acid) synthesis in developing leaves and fruits of Coffea arabica. Physiol Plant 122:404–411

    Article  CAS  Google Scholar 

  • Zrenner R, Ashihara H (2011) Nucleotide Metabolism. In: Ashihara H, Crozier A, Komamine A (eds) Plant metabolism and biotechnology. Wiley, Chichester, pp 135–162

    Chapter  Google Scholar 

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Acknowledgments

We thank Dr. Junichi Tanaka (National Institute of Vegetable and Tea Science, Japan) and Dr. Eduardo Diaz (Centro de Investigaciones Biologicas, Madrid, Spain) for their generous supply of plant materials and pyridine standards. The authors also wish to thank Professor Alan Crozier, University of Glasgow, U.K. for his critical evaluation of the text and linguistic advice during the preparation of the final version of the paper. This research was supported by a JSPS Grant-in-Aid for Scientific Research (No. 22510226).

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Correspondence to Hiroshi Ashihara.

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Ashihara, H., Deng, WW. Pyridine metabolism in tea plants: salvage, conjugate formation and catabolism. J Plant Res 125, 781–791 (2012). https://doi.org/10.1007/s10265-012-0490-x

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