Level of Xanthophyll, Lutein and Zeaxanthin in Selected Thai Fruits Determined by HPLC
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Can Xanthophyll-Membrane Interactions Explain Their Selective Presence in the Retina and Brain?
foods Review Can Xanthophyll-Membrane Interactions Explain Their Selective Presence in the Retina and Brain? Justyna Widomska 1,*, Mariusz Zareba 2 and Witold Karol Subczynski 3 Received: 14 December 2015; Accepted: 5 January 2016; Published: 12 January 2016 Academic Editor: Billy R. Hammond 1 Department of Biophysics, Medical University of Lublin, 20-090 Lublin, Poland 2 Department of Ophthalmology, Medical College of Wisconsin, Milwaukee, WI 53226, USA; [email protected] 3 Department of Biophysics, Medical College of Wisconsin, Milwaukee, WI 53226, USA; [email protected] * Correspondence: [email protected]; Tel.: +48-81-479-7169 Abstract: Epidemiological studies demonstrate that a high dietary intake of carotenoids may offer protection against age-related macular degeneration, cancer and cardiovascular and neurodegenerative diseases. Humans cannot synthesize carotenoids and depend on their dietary intake. Major carotenoids that have been found in human plasma can be divided into two groups, carotenes (nonpolar molecules, such as β-carotene, α-carotene or lycopene) and xanthophylls (polar carotenoids that include an oxygen atom in their structure, such as lutein, zeaxanthin and β-cryptoxanthin). Only two dietary carotenoids, namely lutein and zeaxanthin (macular xanthophylls), are selectively accumulated in the human retina. A third carotenoid, meso-zeaxanthin, is formed directly in the human retina from lutein. Additionally, xanthophylls account for about 70% of total carotenoids in all brain regions. Some specific properties of these polar carotenoids must explain why they, among other available carotenoids, were selected during evolution to protect the retina and brain. It is also likely that the selective uptake and deposition of macular xanthophylls in the retina and brain are enhanced by specific xanthophyll-binding proteins. -
Genetics and Molecular Biology of Carotenoid Pigment Biosynthesis
SERIAL REVIEW CAROTENOIDS 2 Genetics and molecular biology of carotenoid pigment biosynthesis GREGORY A. ARMSTRONG,’1 AND JOHN E. HEARSTt 5frtitute for Plant Sciences, Plant Genetics, Swiss Federal Institute of Technology, CH-8092 Zurich, Switzerland; and tDePai.tment of Chemistry, University of California, and Structural Biology Division, Lawrence Berkeley Laboratory, Berkeley, California 94720, USA The two major functions of carotenoids in photosyn- carotenoid biosynthesis from a molecular genetic thetic microorganisms and plants are the absorption of standpoint.-Armstrong, G. A., Hearst, J. E. Genet- energy for use in photosynthesis and the protection of ics and molecular biology of carotenoid pigment chlorophyll from photodamage. The synthesis of vari- biosynthesis. F14SEBJ. 10, 228-237 (1996) ous carotenoids, therefore, is a crucial metabolic proc- ess underlying these functions. In this second review, Key Words: phytoene lycopene cyclization cyclic xanthophylLs the nature of these biosynthetic pathways is discussed xanlhophyll glycosides’ 3-carotene provitamin A in detail. In their elucidation, molecular biological techniques as well as conventional enzymology have CAROTENOIDS REPRESENT ONE OF THE most fascinating, played key roles. The reasons for some of the ci.s-t Tans abundant, and widely distributed classes of natural pig- isomerizations in the pathway are obscure, however, ments. Photosynthetic organisms from anoxygenic photo- and much still needs to be learned about the regula- synthetic bacteria through cyanobacteria, algae, and tion of carotenoid biosynthesis. Recent important find- higher plants, as well as numerous nonphotosynthetic ings, as summarized in this review, have laid the bacteria and fungi, produce carotenoids (1). Among groundwork for such studies. higher plants, these pigments advertise themselves in flowers, fruits, and storage roots exemplified by the yel- -James Olson, Coordinating Editor low, orange, and red pigments of daffodils, carrots and to- matoes, respectively. -
Altered Xanthophyll Compositions Adversely Affect Chlorophyll Accumulation and Nonphotochemical Quenching in Arabidopsis Mutants
Proc. Natl. Acad. Sci. USA Vol. 95, pp. 13324–13329, October 1998 Plant Biology Altered xanthophyll compositions adversely affect chlorophyll accumulation and nonphotochemical quenching in Arabidopsis mutants BARRY J. POGSON*, KRISHNA K. NIYOGI†,OLLE BJO¨RKMAN‡, AND DEAN DELLAPENNA§¶ *Department of Plant Biology, Arizona State University, Tempe, AZ 85287-1601; †Department of Plant and Microbial Biology, University of California, Berkeley, CA 94720-3102; ‡Department of Plant Biology, Carnegie Institution of Washington, Stanford, CA 94305-4101; and §Department of Biochemistry, University of Nevada, Reno, NV 89557-0014 Contributed by Olle Bjo¨rkman, September 4, 1998 ABSTRACT Collectively, the xanthophyll class of carote- thin, are enriched in the LHCs, where they contribute to noids perform a variety of critical roles in light harvesting assembly, light harvesting, and photoprotection (2–8). antenna assembly and function. The xanthophyll composition A summary of the carotenoid biosynthetic pathway of higher of higher plant photosystems (lutein, violaxanthin, and neox- plants and relevant chemical structures is shown in Fig. 1. anthin) is remarkably conserved, suggesting important func- Lycopene is cyclized twice by the enzyme lycopene b-cyclase tional roles for each. We have taken a molecular genetic to form b-carotene. The two beta rings of b-carotene are approach in Arabidopsis toward defining the respective roles of subjected to identical hydroxylation reactions to yield zeaxan- individual xanthophylls in vivo by using a series of mutant thin, which in turn is epoxidated once to form antheraxanthin lines that selectively eliminate and substitute a range of and twice to form violaxanthin. Neoxanthin is derived from xanthophylls. The mutations, lut1 and lut2 (lut 5 lutein violaxanthin by an additional rearrangement (9). -
Identification of Distinct Ph- and Zeaxanthin-Dependent Quenching
RESEARCH ARTICLE Identification of distinct pH- and zeaxanthin-dependent quenching in LHCSR3 from Chlamydomonas reinhardtii Julianne M Troiano1†, Federico Perozeni2†, Raymundo Moya1, Luca Zuliani2, Kwangyrul Baek3, EonSeon Jin3, Stefano Cazzaniga2, Matteo Ballottari2*, Gabriela S Schlau-Cohen1* 1Department of Chemistry, Massachusetts Institute of Technology, Cambridge, United States; 2Department of Biotechnology, University of Verona, Verona, Italy; 3Department of Life Science, Hanyang University, Seoul, Republic of Korea Abstract Under high light, oxygenic photosynthetic organisms avoid photodamage by thermally dissipating absorbed energy, which is called nonphotochemical quenching. In green algae, a chlorophyll and carotenoid-binding protein, light-harvesting complex stress-related (LHCSR3), detects excess energy via a pH drop and serves as a quenching site. Using a combined in vivo and in vitro approach, we investigated quenching within LHCSR3 from Chlamydomonas reinhardtii. In vitro two distinct quenching processes, individually controlled by pH and zeaxanthin, were identified within LHCSR3. The pH-dependent quenching was removed within a mutant LHCSR3 that lacks the residues that are protonated to sense the pH drop. Observation of quenching in zeaxanthin-enriched LHCSR3 even at neutral pH demonstrated zeaxanthin-dependent quenching, which also occurs in other light-harvesting complexes. Either pH- or zeaxanthin-dependent quenching prevented the formation of damaging reactive oxygen species, and thus the two *For correspondence: quenching processes may together provide different induction and recovery kinetics for [email protected] (MB); photoprotection in a changing environment. [email protected] (GSS-C) †These authors contributed equally to this work Competing interests: The Introduction authors declare that no Sunlight is the essential source of energy for most photosynthetic organisms, yet sunlight in excess competing interests exist. -
Carotene and Xanthophyll Production in Tomato Strains and Their Progenies
Food Sci. Techno/., Int., 2 (3), 150 153, 1996 Tech n ica l pa per Relationship of Carotene and Xanthophyll Production in Tomato Strains and Their Progenies Saishi HIROTA,1 Kelichi WATANABE,2 Tetsuya ARINOBuland Hideo TSUYUKI* 1 Co!lege of Agricu/ture and Veterinary Medicine, Nihon University, 1866, Kameino, Fujisawa-sh~ Kanagawa 252, Japan 2 Junior College, Nihon University, 1866, Kameino, Fujisawa-shi, Kanaga vva 252, Japan Received October 19, 1995 Gene B and gene Del involved in the biosynthesis of carotenoids, particularly xanthophylls such as tunaxanthin, Iutein and zeaxanthin, which are contained in the fruits of various tomato strains and their hybrids were studied. It is known that gene B blocks the biosynthesis of lycopene and transforms lycopene to P-carotene via ~-zeacarotene and 7-carotene. This study revealed that gene B is also involved in the biosynthesis of zeaxanthin, a xanthophyll of the ~-ionone end group, and increases the production of lutein. Gene Del is also known to block the biosynthesis of lycopene and produce 6-carotene, a-carotene and e-carotene. It was revealed by the present study that gene Del also markedly increases the biosynthesis of lutein, a xanthophyll of the e-ionone end group. Further, tunaxanthin which was previously undetected in tomatoes was observed for the first time. This study has thus confirmed that gene Del induces its production. Keywords: tomato, xanthophylls, tunaxanthin, Iutein, zeaxanthin There have been many reports on the biosynthesis of Methods Preparation, purification and extraction of carotenoids in tomatoes in which hereditary factors are the pigment were carried out by the method of Hirota et a/. -
Identification of 1 Distinct Ph- and Zeaxanthin-Dependent Quenching in LHCSR3 from Chlamydomonas Reinhardtii
Identification of 1 distinct pH- and zeaxanthin-dependent quenching in LHCSR3 from chlamydomonas reinhardtii The MIT Faculty has made this article openly available. Please share how this access benefits you. Your story matters. Citation Troiano, Julianne M. et al. “Identification of 1 distinct pH- and zeaxanthin-dependent quenching in LHCSR3 from chlamydomonas reinhardtii.” eLife, 10 (January 2021): e60383 © 2021 The Author(s) As Published 10.7554/eLife.60383 Publisher eLife Sciences Publications, Ltd Version Final published version Citable link https://hdl.handle.net/1721.1/130449 Terms of Use Creative Commons Attribution 4.0 International license Detailed Terms https://creativecommons.org/licenses/by/4.0/ RESEARCH ARTICLE Identification of distinct pH- and zeaxanthin-dependent quenching in LHCSR3 from Chlamydomonas reinhardtii Julianne M Troiano1†, Federico Perozeni2†, Raymundo Moya1, Luca Zuliani2, Kwangyrul Baek3, EonSeon Jin3, Stefano Cazzaniga2, Matteo Ballottari2*, Gabriela S Schlau-Cohen1* 1Department of Chemistry, Massachusetts Institute of Technology, Cambridge, United States; 2Department of Biotechnology, University of Verona, Verona, Italy; 3Department of Life Science, Hanyang University, Seoul, Republic of Korea Abstract Under high light, oxygenic photosynthetic organisms avoid photodamage by thermally dissipating absorbed energy, which is called nonphotochemical quenching. In green algae, a chlorophyll and carotenoid-binding protein, light-harvesting complex stress-related (LHCSR3), detects excess energy via a pH drop and serves as a quenching site. Using a combined in vivo and in vitro approach, we investigated quenching within LHCSR3 from Chlamydomonas reinhardtii. In vitro two distinct quenching processes, individually controlled by pH and zeaxanthin, were identified within LHCSR3. The pH-dependent quenching was removed within a mutant LHCSR3 that lacks the residues that are protonated to sense the pH drop. -
Abscisic Acid Induced Protection Against Photoinhibition of PSII Correlates with Enhanced Activity of the Xanthophyll Cycle
FEBS 15944 FEBS Letters 371 (1995) 61-64 Abscisic acid induced protection against photoinhibition of PSII correlates with enhanced activity of the xanthophyll cycle A.G. Ivanov a'*, M. Krol b, D. Maxwell b, N.P.A. Huner b alnstitute of Biophysics, Bulgarian Academy of Sciences, Aead. (7. Bonchev Street, bl. 21, 1113 Sofia, Bulgaria bDepartment of Plant Sciences, University of Western Ontario, London, Ont. N6A 5B7, Canada Received 22 June 1995; revised version received 24 July 1995 applied ABA on the light-dependent zeaxanthin formation, the Abstract The exogenous application of abscisic acid (ABA) to related capacity for non-photochemical chlorophyll fluores- barley seedlings resulted in partial protection of the PSII photo- cence quenching and the possible involvement of ABA in the chemistry against photoinhibition at low temperature, the effect protection of PSII photochemistry from excessive radiation at being most pronounced at 10 -s M ABA. This was accompanied low temperatures. by higher photochemical quenching (qP) in ABA-treated leaves. A considerable increase (122%) in the amount of total carotenoids 2. Materials and methods and xanthophylls (antheraxanthin, violaxanthin and zeaxanthin) was also found in the seedlings subjected to ABA. The activity Seeds of barley (Hordeum vulgare L. var. cadette) were germinated of the xanthophyll cycle measured by the epoxidation state of for 3 days and grown in aqueous solutions of ABA (10 -5 M and 10-6 M) xanthophyUs under high-light treatment was higher in ABA- as in [23]. ABA treatments lasted 7 days. The solutions were changed treated plants compared with the control. This corresponds to a daily. -
Why Has Nature Chosen Lutein and Zeaxanthin to Protect the Retina?
perim Ex en l & ta a l ic O p in l h t C h f Journal of Clinical & Experimental a o l Widomska and Subczynski, J Clin Exp Ophthalmol m l a o n l r o 2014, 5:1 g u y o J Ophthalmology 10.4172/2155-9570.1000326 ISSN: 2155-9570 DOI: Review Article Open Access Why has Nature Chosen Lutein and Zeaxanthin to Protect the Retina? Justyna Widomska1 and Witold K Subczynski2* 1Department of Biophysics, Medical University of Lublin, Lublin, Poland 2Department of Biophysics, Medical College of Wisconsin, Milwaukee, WI, USA *Corresponding author: Witold K Subczynski, Department of Biophysics, Medical College of Wisconsin, 8701 Watertown Plank Road, Milwaukee, WI 53226, USA, Tel: 414-955-4038; Fax: 414-955-6512; E-mail: [email protected] Received date: Dec 20, 2013, Accepted date: Feb 14, 2014, Published date: Feb 21, 2014 Copyright: © 2014 Widomska J, et al. This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited. Abstract Age-related macular degeneration (AMD) is associated with a low level of macular carotenoids in the eye retina. Only two carotenoids, namely lutein and zeaxanthin are selectively accumulated in the human eye retina from blood plasma where more than twenty other carotenoids are available. The third carotenoid which is found in the human retina, meso-zeaxanthin is formed directly in the retina from lutein. All these carotenoids, named also macular xanthophylls, play key roles in eye health and retinal disease. -
Concentrations of Phenolic Acids, Flavonoids and Carotenoids And
agriculture Article Concentrations of Phenolic Acids, Flavonoids and Carotenoids and the Antioxidant Activity of the Grain, Flour and Bran of Triticum polonicum as Compared with Three Cultivated Wheat Species El˙zbietaSuchowilska 1, Teresa Bie ´nkowska 1, Kinga Stuper-Szablewska 2 and Marian Wiwart 1,* 1 Department of Plant Breeding and Seed Production, University of Warmia and Mazury in Olsztyn, pl. Łódzki 3, 10-724 Olsztyn, Poland; [email protected] (E.S.); [email protected] (T.B.) 2 Faculty of Wood Technology, Department of Chemistry, Poznan University of Life Sciences, 60-624 Poznan, Poland; [email protected] * Correspondence: [email protected] Received: 18 October 2020; Accepted: 27 November 2020; Published: 29 November 2020 Abstract: The experiment was performed on 66 breeding lines of Triticum polonicum, four T. durum cultivars, four T. aestivum cultivars, and one T. turanicum cultivar (Kamut® wheat). Wheat grain, bran, and flour were analyzed to determine the concentrations of carotenoids, free and bound phenolic acids, and flavonoids, as well as antioxidant activity in the ABTS+ assay. The total concentrations of lutein, zeaxanthin, and β-carotene in grain and milling fractions were determined 1 at 3.17, 2.49, and 3.16 mg kg− in T. polonicum (in grain, flour, and bran, respectively), and at 4.84, 1 3.56, and 4.30 mg kg− in T. durum, respectively. Polish wheat grain was characterized by high 1 concentrations of p-coumaric acid and syringic acid (9.4 and 41.0 mg kg− , respectively) and a low 1 ® content of 4-hydroxybenzoic acid (65.2 mg kg− ). -
High Tunnel Melon and Watermelon Production
High Tunnel Melon and Watermelon Production University of Missouri Extension M173 Contents Author Botany 1 Lewis W. Jett, Division of Plant Sciences, University of Missouri-Columbia Cultivar selection 3 Editorial staff Transplant production 4 MU Extension and Agricultural Information Planting in the high tunnel 5 Dale Langford, editor Dennis Murphy, illustrator Row covers 6 On the World Wide Web Soil management and fertilization 6 Find this and other MU Extension publications on the Irrigation 7 Web at http://muextension.missouri.edu Pollination 7 Photographs Pruning 8 Except where noted, photographs are by Lewis W. Jett. Trellising 8 Harvest and yield 9 Marketing 10 Pest management 10 Useful references 14 Melon and watermelon seed sources 15 Sources of high tunnels (hoophouses) 16 For further information, address questions to College of Dr. Lewis W. Jett Agriculture Extension State Vegetable Crops Specialist Food and Natural Division of Plant Sciences Resources University of Missouri Columbia, MO 65211 Copyright 2006 by the University of Missouri Board of Curators E-mail: [email protected] College of Agriculture, Food and Natural Resources High Tunnel Melon and Watermelon Production igh tunnels are low-cost, passive, melo has several botanical subgroups (Table 1). solar greenhouses that use no fossil In the United States, reticulatus and inodorus are Hfuels for heating or venting (Figure commercially grown, while the remaining groups 1). High tunnels can provide many benefits to are grown for niche or local markets. horticulture crop producers: The cantaloupe fruit that most Americans • High tunnels are used to lengthen the are familiar with is not actually a true cantaloupe. -
Vitamins a and E and Carotenoids
Fat-Soluble Vitamins & Micronutrients: Vitamins A and E and Carotenoids Vitamins A (retinol) and E (tocopherol) and the carotenoids are fat-soluble micronutrients that are found in many foods, including some vegetables, fruits, meats, and animal products. Fish-liver oils, liver, egg yolks, butter, and cream are known for their higher content of vitamin A. Nuts and seeds are particularly rich sources of vitamin E (Thomas 2006). At least 700 carotenoids—fat-soluble red and yellow pigments—are found in nature (Britton 2004). Americans consume 40–50 of these carotenoids, primarily in fruits and vegetables (Khachik 1992), and smaller amounts in poultry products, including egg yolks, and in seafoods (Boylston 2007). Six major carotenoids are found in human serum: alpha-carotene, beta-carotene, beta-cryptoxanthin, lutein, trans-lycopene, and zeaxanthin. Major carotene sources are orange-colored fruits and vegetables such as carrots, pumpkins, and mangos. Lutein and zeaxanthin are also found in dark green leafy vegetables, where any orange coloring is overshadowed by chlorophyll. Trans-Lycopene is obtained primarily from tomato and tomato products. For information on the carotenoid content of U.S. foods, see the 1998 carotenoid database created by the U.S. Department of Agriculture and the Nutrition Coordinating Center at the University of Minnesota (http://www.nal.usda.gov/fnic/foodcomp/Data/car98/car98.html). Vitamin A, found in foods that come from animal sources, is called preformed vitamin A. Some carotenoids found in colorful fruits and vegetables are called provitamin A; they are metabolized in the body to vitamin A. Among the carotenoids, beta-carotene, a retinol dimer, has the most significant provitamin A activity. -
Canthaxanthin, a Red-Hot Carotenoid: Applications, Synthesis, and Biosynthetic Evolution
plants Review Canthaxanthin, a Red-Hot Carotenoid: Applications, Synthesis, and Biosynthetic Evolution Bárbara A. Rebelo 1,2 , Sara Farrona 3, M. Rita Ventura 2 and Rita Abranches 1,* 1 Plant Cell Biology Laboratory, Instituto de Tecnologia Química e Biológica António Xavier (ITQB NOVA), Universidade Nova de Lisboa, 2780-157 Oeiras, Portugal; [email protected] 2 Bioorganic Chemistry Laboratory, Instituto de Tecnologia Química e Biológica António Xavier (ITQB NOVA), Universidade Nova de Lisboa, 2780-157 Oeiras, Portugal; [email protected] 3 Plant and AgriBiosciences Centre, Ryan Institute, NUI Galway, H19 TK33 Galway, Ireland; [email protected] * Correspondence: [email protected] Received: 14 July 2020; Accepted: 13 August 2020; Published: 15 August 2020 Abstract: Carotenoids are a class of pigments with a biological role in light capture and antioxidant activities. High value ketocarotenoids, such as astaxanthin and canthaxanthin, are highly appealing for applications in human nutraceutical, cosmetic, and animal feed industries due to their color- and health-related properties. In this review, recent advances in metabolic engineering and synthetic biology towards the production of ketocarotenoids, in particular the red-orange canthaxanthin, are highlighted. Also reviewed and discussed are the properties of canthaxanthin, its natural producers, and various strategies for its chemical synthesis. We review the de novo synthesis of canthaxanthin and the functional β-carotene ketolase enzyme across organisms, supported by a protein-sequence-based phylogenetic analysis. Various possible modifications of the carotenoid biosynthesis pathway and the present sustainable cost-effective alternative platforms for ketocarotenoids biosynthesis are also discussed. Keywords: canthaxanthin; metabolic engineering; carotenoid biosynthesis pathway; plant secondary metabolite; chemical synthesis 1.