Cited by 33Botanical Research and ApplicationsPhytochemicals and Antioxidant ActivitiesPomegranate: compositions and health benefits

Dehydrogenation of Betacyanins in Heated Betalain-Rich Extracts of Red Beet (Beta vulgaris L.)

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Sutor-Świeży, Katarzyna, Antonik, Michał, Proszek, Justyna, Nemzer, Boris, Pietrzkowski, Zbigniew, Popenda, Łukasz, Świergosz, Tomasz, Wybraniec, Sławomir·2022·International Journal of Molecular Sciences

Abstract

Betacyanins are a group of water-soluble red-violet compounds containing nitrogen in their structure. These are biosynthesized in red beetroot (Beta vulgaris L.), a widely consumed vegetable that contains significant amounts of nutritious and bioactive compounds which are also found in dietary supplements. This contribution presents results of betacyanin thermal oxidation (resulting in dehydrogenation) interrelated with decarboxylation in selected acetate/phosphate buffers at pH 3–8 and at 85 °C, which may be of particular significance for formulation and performance of foods. Most of the reaction products were detected at the highest concentrations in the acidic solutions (pH 3–4). The main dehydrogenation reaction pathways were monitored by LC-DAD-MS/MS and were associated with decarboxylation of the principal extract pigments, betanin/isobetanin and neobetanin, at carbon positions C-2 and C-17. Additional reactions are accompanied by the 2,15-decarboxylation processes at different dehydrogenation levels with 15-decarboxy-betanin and 2,15-bidecarboxy-betanin, structurally elucidated by NMR analysis, as the distinct indicators of this route type. For other novel pigments detected, 2,15-bidecarboxy-xanbetanin, 2,15-bidecarboxy-xanneobetanin and 2,15,17-tridecarboxy-neobetanin, additional high resolution mass spectrometric analyses were performed and confirmed their molecular formulas.

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Crossref · 10.3390/ijms23031245

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  • The bioactivity of betalains depends on stability within food matrices, as pH, temperature and light exposure can influence degradation and bioavailability.

    “However, their bioactivity depends on stability within food matrices, as pH, temperature and light exposure can influence degradation and bioavailability [73,74].”

    From Dietary Nitrate-Rich Vegetables as Natural Modulators of Health: Mechanisms and Benefits in Ageing Populations (2026) · cites this paper as [74]

    The Introduction states that temperature can degrade betalains and that pH and light limit their stability in solutions, a concern for food use. It does not establish that stability within food matrices determines bioactivity or that these exposures affect bioavailability. (LLM, conf=0.87)

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Research works printed but not linked: 2

  1. [4]Zrÿd J.P. Christinet L. Betalains Plant Pigments and Their Manipulation, Annual Plant Review Davis K. RC Press/Blackwell Oxford, UK 2004 Volume 14 185 213
  2. [48]Strack D. Steglich W. Wray V. Betalains Methods in Plant Biochemistry Dey P.M. Harborne J.B. Waterman P.G. Academic Press London, UK 1993 Volume 8 421 450

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Authors
Sutor-Świeży, K., Antonik, M., Proszek, J., Nemzer, B., Pietrzkowski, Z., Popenda, Ł., Świergosz, T., & Wybraniec, S.
Affiliations
  • Cracow University of Technology (PL)
  • University of Illinois Urbana-Champaign (US)
  • VDF FutureCeuticals, Inc. (United States) (US)
  • Adam Mickiewicz University in Poznań (PL)
Corresponding author
Wybraniec, Sławomir
Venue
International Journal of Molecular Sciences
Publisher
MDPI AG
Published
2022-01-23
Volume
23
Issue
3
Pages
1245
ISSN
1422-0067 (ISSN-L)
OpenAlex
W4206994671
Cited by
31
References
44
Citations by year
2026: 8 · 2025: 4 · 2024: 10 · 2023: 6 · 2022: 3
FWCI
3.06
Type
journal article
Language
en
Open access
Locations
  • International Journal of Molecular Sciences (publishedVersion, cc-by)
  • PubMed Central (publishedVersion, cc-by)
  • PubMed (publishedVersion)
  • DOAJ (DOAJ: Directory of Open Access Journals) (submittedVersion, cc-by-sa)
Funders
National Science Center (UMO-2017/27/B/NZ9/02831)
Topics
  • Life Sciences › Agricultural and Biological Sciences › Food Science › Botanical Research and Applications
  • Health Sciences › Medicine › Biochemistry › Phytochemicals and Antioxidant Activities
  • Health Sciences › Nursing › Nutrition and Dietetics › Pomegranate: compositions and health benefits
Keywords
betacyanins, dehydrogenation, thermal oxidation, decarboxylation, betanin, isobetanin, beetroot, Beta vulgaris, pigment degradation, reaction pathways, low pH, food colorants, molecular formula determination
MeSH terms
Chromatography, High Pressure Liquid, Decarboxylation, Hot Temperature, Hydrogenation, Oxidation-Reduction, Plant Extracts, Vegetables, Beta vulgaris, Betacyanins, Tandem Mass Spectrometry

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