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 H 2O2 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 |
|---|---|
| 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