Photostability study of natural high-potency sweetener monatin in a model beverage system and characterisation of the degradation products

Food Chemistry

Volumn 131, Issue 2, 2012, Pages 413-421

  Upreti, Mani ^a   Somayajula, Kasi V ^a   Milanowski, Dennis J ^b   Kowalenko, Peter ^b   Mocek, Ulla ^b   Miguel, Rafael San ^a   Prakash, Indra ^a  

^a The Coca Cola Company   (United States)

^b ALBANY MOLECULAR RESEARCH INC   (United States)

Author keywords

Degradation products; High potency sweetener; Monatin; Photodegradation; Ultraviolet

Indexed keywords

AFTER-TREATMENT; CHARACTERISATION; DEGRADATION PRODUCTS; HIGH-POTENCY SWEETENERS; ISONICOTINIC ACID; MODEL BEVERAGE SYSTEM; MODEL SYSTEM; MONATIN; NATURALLY OCCURRING; PHOTO-STABILITY; PHOTODEGRADATION PATHWAY; ULTRA-VIOLET LIGHT; ULTRAVIOLET;

BEVERAGES; CARBOXYLATION; CARBOXYLIC ACIDS; COMPUTER SIMULATION; PHOTODEGRADATION; ULTRAVIOLET RADIATION;

DEGRADATION;

2 HYDROXYMONATIN; 3 FORMYLINDOLE; 3 INDOLECARBOXYLIC ACID; AMINOLEVULINIC ACID; INDOLE DERIVATIVE; ISONICOTINIC ACID; LEVULINIC ACID; MONATIN; SWEETENING AGENT; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; CONTROLLED STUDY; DECARBOXYLATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LIGHT EXPOSURE; PHOTODEGRADATION; ULTRAVIOLET RADIATION;

CITRUS LIMON;

EID: 80054900605     PISSN: 03088146     EISSN: 18737072     Source Type: Journal    
DOI: 10.1016/j.foodchem.2011.08.073     Document Type: Article

References (18)

1. Amino, Y.; Kawahara, S.; Funakoshi, T.; Sugiyama, M. (2003). Method for preparation of monatin derivative and its new intermediates. JP 2003171365.
2. Amino, Y.; Hirasawa, K. (2005). Preparation of organic amine salts of glutamic acid derivative (monatin), and their application as sweetening agents. EP 1533300.
3. Amino, Y.; Hirasawa K. (2006). Method for producing monatin or salt thereof. WO 2006011613.
4. A. Bassoli, G. Borgonovo, G. Busnelli, G. Morini, and M.G.B. Drew Monatin and its stereoisomers: Chemoenzymatic synthesis and taste properties European Journal of Organic Chemistry 8 2005 1652 1658 (Pubitemid 40622387)
5. Buddoo, S.; Rousseau, A.L. Brady, D.; Lalonde, J.; Yao, Y.; Wang, Y. (2009). Chemoenzymic process for the production of monatin stereoisomers. WO 2009045383.
6. Buddoo, S.; Rousseau, A.L.; Gordon, G.E.R. (2009). Production of monatin enantiomers. WO 2009044245.
7. Brady, D.; Steenkamp, L.H.; Rousseau, A.L.; Buddoo, S.; Steenkamp, P.A. (2009). Production of monatin enantiomers. WO 2009044244.
8. J.F. Clos, G.E. DuBois, and I. Prakash Photostability of rebaudioside A and stevioside in beverages Journal of Agricultural and Food Chemistry 56 2008 8507 8513
9. Evans, J.C.; Goulson M.J. (2010). Shelf-stable monatin-sweetened beverage. WO 2010138513.
10. C.W. Holzapfel, K. Bischofberger, and J. Olivier A simple cycloaddition approach to a racemate of the natural sweetener monatin Synthetic Communications 24 1994 3197 3211 (Pubitemid 24370719)
11. R. Ikeda, K. Kogiso, and K. Nakamura Searching the functional group for sweet expression and its reactivity Nippon Aji to Nioi Gakkaishi 14 2007 419 422
12. Mori, K. (2006). Sweetener composition comprising monatin or a salt thereof and a radical scavenger. US 20060083695.
13. C.A. Mudry, and A.R. Frasca Photoxidation of indole derivatives Tetrahedron 29 1973 603 613
14. K. Nakamura, T.J. Baker, and M. Goodman Total synthesis of monatin Organic Letters 2 2000 2967 2970
15. Roy, G.M. (2009). Beverage composition and method of reducing degradation of monatin, WO 2010036576.
16. M. Tolonen, M. Taipale, B. Viander, J.-M. Pihlava, H. Korhonen, and E.-L. Ryhanen Effect of fermentation on plant derived biomolecules in cabbage Mededelingen- Faculteit Landbouwkundige en Toegepaste Biologische Wetenschappen 65 2000 595 597
17. R. Vleggaar, L.G.J. Ackerman, and P.S. Steyn Structure elucidation of monatin, a high-intensity sweetener isolated from the plant Schlerochiton ilicifolius Journal of the Chemical Society Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) 22 1992 3095 3098
18. R.C. Weast CRC handbook of chemistry and physics (64th ed.) 1983 CRC Press Inc. Boca Raton, FL p. F-92