Abstract
The sodium, potassium, or mixed sodium/potassium salt of the naturally occurring high-potency sweetener (2R,4R)-monatin, also known by the common name arruva, degrades over time in model beverage solutions in the presence of light. By use of UHPLC, LC-MS/MS, and peroxide assays, it has been demonstrated that degradation is accelerated by UV/visible light and the presence of trace metal ions. Data are presented that are consistent with a role for singlet oxygen (¹O₂), free radicals, and peroxides (both H₂O₂ and organic peroxides) in monatin oxidation. Separation of degradation products by UHPLC/HPLC or LC-MS/MS provided evidence for the formation of hydroxylated and peroxide species formed on the indole ring (mass increases 16 and 32, respectively) as well as multiple ring and side-chain oxidation and scission products. Model oxidation systems using the photosensitizer Rose Bengal as a source of ¹O₂ support the proposed photodegradation pathways.
Original language | English |
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Journal | Journal of Agricultural and Food Chemistry |
Volume | 62 |
Issue number | 15 |
Pages (from-to) | 3476-87 |
Number of pages | 12 |
ISSN | 0021-8561 |
DOIs | |
Publication status | Published - 16 Apr 2014 |
Externally published | Yes |
Keywords
- Beverages
- Glutamic Acid
- Indoles
- Kinetics
- Oxidation-Reduction
- Photolysis
- Stereoisomerism
- Sweetening Agents