Effects of Ozone and Oxygen on the Degradation of Carotenoids in an Aqueous Model System
Abstract
The effects of ozone and oxygen on the degradation of carotenoids in an aqueous model system were studied. All-trans beta-carotene, 9-cis beta-carotene, beta-cryptoxanthin, and lycopene were adsorbed onto a C(18) solid phase and exposed to a continuous flow of water saturated with oxygen or ozone at 30 degrees C. Carotenoids were analyzed using HPLC with a C(30) column and a photodiode array detector. Approximately 90% of all-trans beta-carotene, 9-cis beta-carotene, and beta-cryptoxanthin were lost after exposure to ozone for 7 h. A similar loss of lycopene occurred in only 1 h. When exposed to oxygen, all carotenoids, except beta-cryptoxanthin, degraded at lower rates. The degradation of all the carotenoids followed zero-order reaction kinetics with the following relative rates: lycopene > beta-cryptoxanthin > all-trans beta-carotene > 9-cis beta-carotene. The major degradation products of beta-carotene were tentatively identified on the basis of their elution on the HPLC column, UV-Vis spectra, and electrospray LC-MS. Predominant isomers of beta-carotene were 13-cis, 9-cis, and a di-cis isomer. Products resulting from cleavage of the molecule were beta-apo-13-carotenone and beta-apo-14'-carotenal, whereas epoxidation yielded beta-carotene 5,8-epoxide and beta-carotene 5, 8-endoperoxide.
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Depending on the redox potential of lycopene and the surrounding environment, its antioxidant activity may shift to prooxidant activity.
“However, depending on the redox potential of lycopene and the surrounding environment, its antioxidant activity may shift to prooxidant activity [56, 57].”
From The Effect of Lycopene Preexposure on UV‐B‐Irradiated Human Keratinocytes (2016) · cites this paper as [56]
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The Effect of Lycopene Preexposure on UV‐B‐Irradiated Human Keratinocytes
Ascenso, A., Pedrosa, T., Pinho, S., Pinho, F., Oliveira, J. M. P. F. D., Cabral Marques, H., Oliveira, H., Simões, S., & Santos, C. (2016) · Oxidative Medicine and Cellular Longevity · doi:10.1155/2016/8214631 · Cited by 57 · see citing works
- Authors
- Henry, L. K., Puspitasari-Nienaber, N. L., Jarén-Galán, M., van Breemen, R. B., Catignani, G. L., & Schwartz, S. J.
- Affiliations
- North Carolina State University (US)
- Department of Food Science, Post Office Box 7624, North Carolina State University, Raleigh, North Carolina 27695-7624, Department of Food Science and Technology, The Ohio State University, Columbus, Ohio 43210-1097, Instituto de la Grasa y Sus Derivados, Avda Padre Garcia Tejero, 41012 Sevilla, Spain, and Department of Medicinal Chemistry and Pharmacognosy, University of Illinois at Chicago, 833 South Wood Street, Chicago, Illinois 60612-7231
- Corresponding author
- Schwartz, Steven J.
- ORCID
- Schwartz, Steven J.
- Venue
- Journal of Agricultural and Food Chemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 2000-09-07
- Volume
- 48
- Issue
- 10
- Pages
- 5008-5013
- ISSN
- 0021-8561 (ISSN-L)
- 1520-5118
- OpenAlex
- W1995764696
- Cited by
- 107
- References
- 20
- Citations by year
- 2026: 2 · 2025: 4 · 2024: 3 · 2023: 3 · 2022: 5 · 2021: 7 · 2020: 1 · 2019: 4 · 2018: 3 · 2017: 6 · 2016: 1 · 2015: 7 · 2014: 4 · 2013: 6 · 2012: 2
- FWCI
- 2.50
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of Agricultural and Food Chemistry (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Health Sciences › Medicine › Biochemistry › Antioxidant Activity and Oxidative Stress
- Physical Sciences › Chemistry › Organic Chemistry › Edible Oils Quality and Analysis
- Health Sciences › Medicine › Biochemistry › Phytochemicals and Antioxidant Activities
- Keywords
- carotenoid degradation, ozone, oxygen, beta-carotene, 9-cis beta-carotene, beta-cryptoxanthin, lycopene, zero-order kinetics, degradation products, epoxidation, cleavage products, carotenoid isomers
- MeSH terms
- Carotenoids, Chromatography, High Pressure Liquid, Kinetics, Models, Chemical, Oxygen, Ozone, Mass Spectrometry
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