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Thursday, 3 December 2015

Plant betalains: Chemistry and biochemistry

Volume 117, September 2015, Pages 267–295

Highlights

All identified plant betalains are presented with relevant chemical information.
Computed annual production potential of betalains from plant sources.
Betalain and anthocyanin-accumulating families under Caryophyllales updated.
Betalain biosynthesis pathway vis-a-vis their regulation.

Abstract

Betalains are vacuolar pigments composed of a nitrogenous core structure, betalamic acid [4-(2-oxoethylidene)-1,2,3,4-tetrahydropyridine-2,6-dicarboxylic acid]. Betalamic acid condenses with imino compounds (cyclo-l-3,4-dihydroxy-phenylalanine/its glucosyl derivatives), or amino acids/derivatives to form variety of betacyanins (violet) and betaxanthins (yellow), respectively. About 75 betalains have been structurally unambiguously identified from plants of about 17 families (known till date) out of 34 families under the order Caryophyllales, wherein they serve as chemosystematic markers. In this review, all the identified betalain structures are presented with relevant discussion. Also, an estimated annual production potential of betalains has been computed for the first time. In addition, mutual exclusiveness of anthocyanins and betalains has been discussed in the wake of new evidences. An inclusive list of betalain-accumulating plants reported so far has been presented here to highlight pigment occurrence and accumulation pattern. Betalain synthesis starts with hydroxylation of tyrosine to DOPA, and subsequent cleavage of aromatic ring of DOPA resulting to betalamic acid formation. This pathway consists of two key enzymes namely, bifunctional tyrosinase (hydroxylation and oxidation) and DOPA dioxygenase (O2-dependent aromatic ring cleavage). Various spontaneous cyclisation, condensation and glucosylation steps complement the extended pathway, which has been presented here comprehensively. The biosynthesis is affected by various ecophysiological factors including biotic and abiotic elicitors that can be manipulated to increase pigment production for commercial scale extraction. Betalains are completely safe to consume, and contribute to health.

Graphical abstract

This review discusses all identified betalains from plant sources with relevant chemical information for easy reference. Annual production potential of betalains from plant sources has been computed first time in this review. Betalain and anthocyanin-accumulating families under Caryophyllales have been separately compiled. In addition, a comprehensive pathway for betalain biosynthesis is illustrated vis-a-vis their regulation.
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Keywords

  • Betacyanins;
  • Betaxanthins;
  • Biosynthesis;
  • Regulation;
  • Ecophysiological factors

Corresponding author present address: Department of Biotechnology, Gauhati University, Guwahati 781014, Assam, India.
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Mohammad Imtiyaj Khan carried out post-graduate dissertation work at CSIR-Central Food Technological Research Institute, Mysore, India on lipid biochemistry, following which he obtained Master’s degree in Biochemistry from Bharathiar University, Coimbatore, India in 2006. Later, he worked on lipid chemistry and then shifted to plant pigments such as anthocyanins, betalains and carotenoids at Plant Cell Biotechnology department of CSIR-CFTRI, Mysore working with Dr. Giridhar’s group. He focussed on structure elucidation, biological activity (in vitro radical scavenging assays and cell culture studies) and metabolite profiling. He was awarded Ph.D. degree in 2013 for his work on a prospective betalain source under the supervision of Dr. Giridhar. The work included, apart from structure elucidation and metabolite profiling, stability and safety of betalain-rich extracts. Few food formulations have been developed using plant pigments as colourants. His current research interest is chemistry, biochemistry and molecular biology of betalains. Dr. Khan has published 15 peer-reviewed publications. He has an h-index of 6 and i10-index of 3. Currently, he teaches at Gauhati University.
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Giridhar Parvatam obtained his Masters degree in Botany in 1991 at the Kakatiya University Warangal, India. He started his research career in 1992 at the Department of Botany of the Kakatiya University in the research group of Professor S. M. Reddy, working in the field of fungal secondary metabolites. He obtained his Ph.D. in the area of Mycotoxins in May 1996 at the Kakatiya University, Warangal, India, under the supervision of Prof. S.M. Reddy. The subject of his thesis was the studies on mycotoxigenic fungi associated with spices and dry fruits. During 1996 to 1996 he had been to University of Bayreuth, Germany on DAAD Fellowship and worked with plant physiology group under the guidance of Professor Ewald Komor working in the field of phytoalexins accumulation and phloem characteristics in Ricinus communis. Subsequently in 1999 he joined as Scientist at Plant Cell Biotechnology Department of CSIR-Central Food Technological Research Institute, Mysore. After having switched his research interests towards plant biotechnology, he is working in the area of tissue culture, in vitro production and regulation of plant secondary metabolites from food value plants that includes natural pigments (anthocyanins, betalains, carotenoids), flavours, caffeine, capsaicin, steviosides, isoflavones etc, along with the development of novel and eco-friendly methodologies for augmentation of annatto dye. In 2005 he was awarded DST-BOYSCAST Fellowship of Government of India. As a part of this program he was associated with Coffee genomics group of Dr. Alexandre de Kochko at the Institute for Research and Development, Montpellier, France for one year. In September 2010 he became Principal Scientist at CSIR-CFTRI, Mysore, and his work is currently concerned with the metabolic engineering of secondary metabolites from plants. He is currently author of 130 peer-reviewed publications, 5 reviews, 3 chapters in books, 10 Indian patents and one US and EU patent, and has presented several invited lectures, oral and poster communications at national and international Conferences. Dr. Giridhar has h-index, 19 and i10-index, 40. He is a recipient of Young scientist award of Academy of Plant Sciences India in 2003, Prof. Y.S. Murthy Young Botanist Award of Indian Botanical Society in 2007, Prof. H.C. Dube Outstanding Young Scientist Award of Indian Society of Mycology and Plant Pathology in 2008, Best Research Scientist Award of CSIR-CFTRI in 2012, Laljee Godhoo young Food technologist Award of Association of Food Scientists and Technologists, India in 2012. He is an elected member of National Academy of Sciences, Allahabad, India in 2008 and Plant Tissue Culture Association of India in 2009. He is bestowed with Fellowship of Academy of Plant Sciences, India (2008), Indian Botanical Society (2009), and Society for Applied Biotechnology, India (2011).