Physiological Aspect and Biotechnology of Trigonelline
Abstract
This chapter describes the biosynthesis of trigonelline, and its various roles in plants, and plant biotechnology. Changes in trigonelline biosynthesis occur during the growth of leaves and fruits of coffee plants. Several in planta roles for trigonelline have been proposed, namely: as a nutrient source, a compatible solute, a bioactive substance for nyctinasty, cell cycle regulation, detoxification of nicotinate, and an eco-chemical function such as host selection by herbivores. Exogenously supplied nicotinate and nicotinamide, but not trigonelline, both inhibit the growth of roots of mung bean seedlings, and the division and colony formation of lettuce cells derived from protoplasts. Trigonelline has potential protective effects in humans and manipulation of the trigonelline content in foods has been carried out. Trigonelline in coffee beans is demethylated to form nicotinate during the roasting process.
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Its synthesis from NA via methylation confers protective and adaptive functions, without an established reutilization as a Preiss-Handler substrate.
“Its synthesis from NA via methylation confers protective and adaptive functions4,48, without an established reutilization as a Preiss–Handler substrate49,50.”
From Trigonelline Is an NAD+ Precursor That Improves Muscle Function during Ageing and Is Reduced in Human Sarcopenia (2024) · cites this paper as [48]
Cites
Roles of glycine betaine and proline in improving plant abiotic stress resistance
Ashraf, M., & Foolad, M. R. (2006) · Environmental and Experimental Botany · doi:10.1016/j.envexpbot.2005.12.006 · Cited by 4,827 · see citing works
Environment and plant metabolism: flexibility and acclimation
(1995) · Choice Reviews Online · doi:10.5860/choice.33-0308 · Cited by 435 · see citing works
Jakoby, W. B., & Ziegler, D. M. (1990) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(17)45272-0 · Cited by 415 · see citing works
The interface between the cell cycle and plant growth regulators: a mini review
Francis, D. A., & Sorrell, D. A. (2001) · Plant Growth Regulation · doi:10.1023/a:1010762111585 · Cited by 157 · see citing works
Synthesis of organic osmolytes and salt tolerance mechanisms in Paspalum vaginatum
Lee, G., Carrow, R. N., Duncan, R. R., Eiteman, M. A., & Rieger, M. W. (2007) · Environmental and Experimental Botany · doi:10.1016/j.envexpbot.2007.10.009 · Cited by 155 · see citing works
Casal, S. I. P., Oliveira, M. B. P. P., & Ferreira, M. A. (2000) · Food Chemistry · doi:10.1016/s0308-8146(99)00228-9 · Cited by 123 · see citing works
Trigonelline Is a Novel Phytoestrogen in Coffee Beans ,
Allred, K. F., Yackley, K. M., Vanamala, J. K. P., & Allred, C. D. (2009) · Journal of Nutrition · doi:10.3945/jn.109.108001 · Cited by 117 · see citing works
Rhizobium meliloti Genes Encoding Catabolism of Trigonelline Are Induced under Symbiotic Conditions
Masson‐Boivin, C., Camut, S., Malpica, C. A., Truchet, G. L., & Rosenberg, C. (1990) · The Plant Cell · doi:10.2307/3869336 · Cited by 116 · see citing works
Distribution, biosynthesis and function of purine and pyridine alkaloids in Coffea arabica seedlings
Zheng, X., & Ashihara, H. (2003) · Plant Science · doi:10.1016/j.plantsci.2003.11.024 · Cited by 114 · see citing works
Self-citationKoshiro, Y., Zheng, X., Wang, M.-L., Nagai, C., & Ashihara, H. (2006) · Plant Science · doi:10.1016/j.plantsci.2006.03.017 · Cited by 102 · see citing works
Self-citationTramontano, W. A., & Jouve, D. (1997) · Phytochemistry · doi:10.1016/s0031-9422(96)00715-7 · Cited by 95 · see citing works
Berglund, T. (1994) · FEBS Letters · doi:10.1016/0014-5793(94)00850-7 · Cited by 83 · see citing works
Goldmann, A. (1991) · Molecular Plant-Microbe Interactions · doi:10.1094/mpmi-4-571 · Cited by 81 · see citing works
Kalbin, G., Ohlsson, A. B., Berglund, T., Rydström, J., & Strid, Å. (1997) · European Journal of Biochemistry · doi:10.1111/j.1432-1033.1997.00465.x · Cited by 78 · see citing works
Berglund, T., Kalbin, G., Strid, Å., Rydström, J., & Ohlsson, A. B. (1996) · FEBS Letters · doi:10.1016/0014-5793(96)00027-0 · Cited by 68 · see citing works
Metabolic fate of nicotinamide in higher plants
Matsui, A., Yin, Y., Yamanaka, K., Iwasaki, M., & Ashihara, H. (2007) · Physiologia Plantarum · doi:10.1111/j.1399-3054.2007.00959.x · Cited by 66 · see citing works
Self-citationZheng, X., Hayashibe, E., & Ashihara, H. (2005) · Journal of Experimental Botany · doi:10.1093/jxb/eri156 · Cited by 63 · see citing works
Self-citationChemical Characterization of a Hormone That Promotes Cell Arrest in G 2 in Complex Tissues
Evans, L. S., Almeida, M. S., Lynn, D. G., & Nakanishi, K. (1979) · Science · doi:10.1126/science.203.4385.1122 · Cited by 62 · see citing works
Trigonelline concentrations in salt stressed leaves of cultivated Glycine max
Cho, Y., Lightfoot, D. A., & Wood, A. J. (1999) · Phytochemistry · doi:10.1016/s0031-9422(99)00410-0 · Cited by 56 · see citing works
Enhancement of the NAD(P)(H) Pool in Escherichia coli for Biotransformation
Heuser, F., Schroer, K., Lütz, S., Bringer‐Meyer, S., & Sahm, H. (2007) · Engineering in Life Sciences · doi:10.1002/elsc.200720203 · Cited by 51 · see citing works
Trigonelline, a leaf-closing factor of the nyctinastic plant, Aeschynomene indica
Ueda, M., Niwa, M., & Yamamura, S. (1995) · Phytochemistry · doi:10.1016/0031-9422(95)00064-e · Cited by 49 · see citing works
A Role for Trigonelline During Imbibition and Germination of Coffee Seeds
Shimizu, M. M., & Mazzafera, P. (2000) · Plant Biology · doi:10.1055/s-2000-16645 · Cited by 48 · see citing works
Masson‐Boivin, C., Barran, L. R., Malpica, C. A., & Rosenberg, C. (1991) · Journal of Bacteriology · doi:10.1128/jb.173.9.2809-2817.1991 · Cited by 46 · see citing works
Stress metabolism. IX. Effect of salt stress on trigonelline accumulation in tomato
Rajasekaran, L. R., Aspinall, D., Jones, G. P., & Paleg, L. G. (2001) · Canadian Journal of Plant Science · doi:10.4141/p00-079 · Cited by 42 · see citing works
Biosynthesis of NAD and Its Manipulation in Plants☆
Noctor, G., Hager, J., & Li, S. (2011) · Advances in botanical research · doi:10.1016/b978-0-12-386479-6.00002-0 · Cited by 38 · see citing works
Tramontano, W. A., Hartnett, C. M., Lynn, D. G., & Evans, L. S. (1982) · Phytochemistry · doi:10.1016/0031-9422(82)80111-8 · Cited by 38 · see citing works
The diversity of chemical substances controlling the nyctinastic leaf-movement in plants
Ueda, M., Shigemori, H., Sata, N., & Yamamura, S. (2000) · Phytochemistry · doi:10.1016/s0031-9422(99)00467-7 · Cited by 37 · see citing works
Mizuno, K., Matsuzaki, M., Kanazawa, S., Tokiwano, T., Yoshizawa, Y., & Kato, M. (2014) · Biochemical and Biophysical Research Communications · doi:10.1016/j.bbrc.2014.09.043 · Cited by 37 · see citing works
Sasamoto, H., & Ashihara, H. (2013) · Phytochemistry Letters · doi:10.1016/j.phytol.2013.09.008 · Cited by 36 · see citing works
Self-citationMazzuca, S., Bitonti, M. B., Innocenti, A. M., & Francis, D. A. (2000) · Planta · doi:10.1007/s004250000272 · Cited by 36 · see citing works
Suzuki‐Yamamoto, M., Mimura, T., & Ashihara, H. (2006) · Physiologia Plantarum · doi:10.1111/j.1399-3054.2006.00753.x · Cited by 34 · see citing works
Self-citationSynthesis and Availability of Niacin in Roasted Coffee
Adrian, J., & Frangne, R. (1991) · Advances in experimental medicine and biology · doi:10.1007/978-1-4899-2626-5_4 · Cited by 33 · see citing works
Nicotinic acid-N-glucoside in heterotrophic parsley cell suspension cultures
Upmeier, B., Thomzik, J. E., & Barz, W. (1988) · Phytochemistry · doi:10.1016/0031-9422(88)80754-4 · Cited by 31 · see citing works
TAGUCHI, H., SAKAGUCHI, M., & Shimabayashi, Y. (1985) · Agricultural and Biological Chemistry · doi:10.1271/bbb1961.49.3467 · Cited by 31 · see citing works
Nakayama, T., & Honda, K. (2004) · Chemoecology · doi:10.1007/s00049-004-0272-6 · Cited by 29 · see citing works
Bray, L., Chriqui, D., Gloux, K., Rudulier, D. L., Meyer, M., & Péduzzi, J. (1991) · Physiologia Plantarum · doi:10.1111/j.1399-3054.1991.tb01292.x · Cited by 25 · see citing works
Taguchi, H., & Shimabayashi, Y. (1983) · Biochemical and Biophysical Research Communications · doi:10.1016/0006-291x(83)91763-1 · Cited by 22 · see citing works
Trigonelline, nicotinic acid and nicotinamide in seedlings of Pisum sativum
Tramontano, W. A., Lynn, D. G., & Evans, L. S. (1983) · Phytochemistry · doi:10.1016/s0031-9422(00)86960-5 · Cited by 19 · see citing works
Ashihara, H., Luit, B., Belmonte, M. F., & Stasolla, C. (2008) · Plant Physiology and Biochemistry · doi:10.1016/j.plaphy.2008.04.013 · Cited by 18 · see citing works
Self-citationYin, Y., Matsui, A., Sakuta, M., & Ashihara, H. (2008) · Phytochemistry · doi:10.1016/j.phytochem.2008.10.002 · Cited by 15 · see citing works
Self-citationPyridine salvage and nicotinic acid conjugate synthesis in leaves of mangrove species
Ashihara, H., Yin, Y., Deng, W., & Watanabe, S. (2009) · Phytochemistry · doi:10.1016/j.phytochem.2009.09.033 · Cited by 13 · see citing works
Self-citationTramontano, W. A., Evans, L. S., & McGinley, P. A. (1985) · Environmental and Experimental Botany · doi:10.1016/0098-8472(85)90051-6 · Cited by 13 · see citing works
Ashihara, H., Deng, W., & Nagai, C. (2011) · Phytochemistry Letters · doi:10.1016/j.phytol.2011.04.005 · Cited by 11 · see citing works
Self-citationBiosynthesis of trigonelline in the coffee plant.
TAGUCHI, H., SAKAGUCHI, M., YAMAKI, K., & Shimabayashi, Y. (1987) · Nippon Nōgeikagaku Kaishi · doi:10.1271/nogeikagaku1924.61.183 · Cited by 11 · see citing works
Nishitani, H., Yamada, Y., Ohshima, N., Okumura, K., & Taguchi, H. (1995) · Bioscience Biotechnology and Biochemistry · doi:10.1271/bbb.59.1336 · Cited by 10 · see citing works
Yin, Y., Sasamoto, H., & Ashihara, H. (2011) · Natural Product Communications · doi:10.1177/1934578x1100601212 · Cited by 9 · see citing works
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Membrez, M., Migliavacca, E., Christen, S., Yaku, K., Trieu, J., Lee, A. K., Morandini, F., Giner, M. P., Stiner, J., Makarov, M. V., et al. (2024) · Nature Metabolism · doi:10.1038/s42255-024-00997-x · Cited by 148 · see citing works
“Its synthesis from NA via methylation confers protective and adaptive functions 4,48 , without an established reutilization as a Preiss–Handler substrate 49,50 .”
Background
- Authors
- Ashihara, H., Ludwig, I. A., & Crozier, A.
- Affiliations
- Ochanomizu University (JP)
- Universitat Rovira i Virgili (ES)
- University of Glasgow (GB)
- Venue
- Plant Nucleotide Metabolism ‐ Biosynthesis, Degradation, and Alkaloid Formation
- Publisher
- Wiley
- Published
- 2020-01-03
- Pages
- 351-365
- OpenAlex
- W4237015735
- Cited by
- 1
- References
- 46
- Citations by year
- 2024: 1
- Type
- other
- Language
- en
- Open access
- closed
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Plant biochemistry and biosynthesis
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Plant tissue culture and regeneration
- Life Sciences › Agricultural and Biological Sciences › Plant Science › Plant Molecular Biology Research
- Keywords
- trigonelline, biosynthesis, coffee, nicotinate, nicotinamide, nyctinasty, cell cycle regulation, plant growth regulators, mungbean, root growth inhibition, coffee roasting, demethylation, food protection
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