Simultaneous formation and detection of the reaction product of solid-state aspartame sweetener by FT-IR/DSC microscopic system

Food Additives and Contaminants

Volumn 17, Issue 10, 2000, Pages 821-827

  Lin, Shan Yang ^a   Cheng, Yih Dih ^a  

^a TAIPEI VETERANS GENERAL HOSPITAL   (Taiwan)

Author keywords

Aspartame Hemihydrate; Dehydration; Ft IR Dsc Microscopic System; Intramolecular Cyclization; Pathway

Indexed keywords

3 CARBOXYMETHYL 6 BENZYL 2,5 DIKETOPIPERAZINE; ASPARTAME DERIVATIVE; METHANOL; PIPERAZINEDIONE; SWEETENING AGENT; UNCLASSIFIED DRUG; WATER;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CONTROLLED STUDY; CYCLIZATION; DEHYDRATION; DIFFERENTIAL SCANNING CALORIMETRY; EVAPORATION; FOOD INDUSTRY; HEAT TREATMENT; HEATING; INFRARED RADIATION; INFRARED SPECTROSCOPY; MICROSCOPY; PRIORITY JOURNAL; SOLID STATE; TEMPERATURE; THERMOSTABILITY;

EID: 0033835594     PISSN: 0265203X     EISSN: 14645122     Source Type: Journal    
DOI: 10.1080/026520300420385     Document Type: Article

References (24)

1. Bell, L. N and Labuza, T. P., 1991, Aspartame degradation as a function of water activity. Water Relationships in Food, edited by H. Levine and L. Slade (New York: Plenum Press), pp. 337-349.
2. Boehm, M. F., and Bada, J. L., 1984, Recemization of aspartic acid and phenylalanine in the sweetener aspartame at 100°C. Proceedings of the National Academy of Sciences, USA, 81, 5263-5266.
3. Boehme, R. J., Brooke, D., Farney, R. F., and Kensler, T. T., 1985, Characterization of polymorphism of gepirone hydrochloride. Journal of Pharmaceutical Sciences, 74, 1041-1046.
4. Creppy, E. E., Baudrimont, I., and Anne Marie, 1998, How aspartame prevents the toxicity of ochratoxin A. Journal of Toxicological Science, 23 (Supp. 2), 165-172.
5. Das, s., Das, A. K., Murphy, R. A., and Warty, s., 1997, Cariostatic effect of aspartame in rats. Caries Research, 31, 78-83.
6. Edmundson, A.B., and Manion, C. V., 1998, Treatment of osteoarthritis with aspartame. Clinical Pharmacology and Therapeutics, 63, 580-593.
7. Fresenius, W., Huber, J. F. K., Pungor, E., Rechnitz, G. A., Simon, W., and West, Th. s., 1989, Tables of Spectral Data for Structure Determination of Organic Compounds, 2nd edition (Berlin: Springer-Verlag), pp. I5-I280.
8. Gaines, S. M., and Bada, J. L., 1998, Aspartame decomposition and epimerization in the diketopiperazine and dipeptide products as a function of pH and temperature. Journal of Organic Chemistry, 53, 2757-2764.
9. Gund, P., and Veber, D. F., 1979, On the ease of base-catalyzed epimerization of N-methylated peptides and diketopiperazines. Journal of the American Chemical Society, 101, 1885-1887.
10. Harper, A. E., 1975, Sweeteners: Issues and Uncertainties (Washington, DC: National Academy of Sciences), pp. 182-188.
11. Hatada, M., Jancarik, J., Gravers, B., and Lim, S. H., 1985, Crystal structure of aspartame, a peptide sweeter. Journal of the American Chemical Society, 7, 4279-4282.
12. Langguth, P., Alder, R., and Merkle, H. P., 1991, Studies on the stability of aspartame (I): specific and reproducible HPLC assay for aspartame and its potential degradation products and applications to acid hydrolysis of aspartame. Pharmazie, 46, 188-192.
13. Leung, S. S., and Grant, D. J. W., 1997, Solid state stability studies of model dipeptides: aspartame and aspartylphenylalanine. Journal of Pharmaceutical Sciences, 86, 64-71.
14. Leung, S. S., Padden, B. E., Munson, E.J., and Grant, D J.W., 1998, Hydration and dehydration behavior of aspartame hemi-hydrate. Journal of Pharmaceutical Sciences, 67, 508-513.
15. Lin, S. Y., 1992, Isolation and solid state characteristics of a new crystal form of indomethacin. Journal of Pharmaceutical Sciences, 81, 572-576.
16. Lin, S. Y., Liang, R. C., and Lin, T. C., 1994a, Lipid and protein thermotropic transition of porcine stratum corneum by microscopic calorimetry and infrared spectroscopy. Journal of the Chinese Chemical Soceity Taipei, 41, 425-429.
17. Lin, S. Y., Tsay, W.J., Chen, Y. L., and Lee, C. J., 1994b, Application of a new micro FTIR/DSC technique to the study of curing kinetics of silicone elastomer. Journal of Controlled Release, 31, 277-282.
18. Lin, S. Y., Liao, C. M., and Hsiue, G. H., 1995, Thermal-dependent anhydride formation of Eudragit L-100 films determined by reflectance FTIR/DSC micro spectroscopy. Polymer, 36, 3239-3241.
19. Lin, S. Y., Ho, C. J., and Li, M. J., 1998, Thermal stability and reversibility of secondary conformation of -crystallin membrane during repeated heating processes. Biophysical Chemistry, 74, 1-10
20. Lin, S. Y., Yu, H. L., and Li, M. J., 1999, Formation of six-membered cyclic anhydrides by thermally induced intramolecular ester condensation in Eudragit E film. Polymer, 40, 3589-3593.
21. Sanyude, s., Locock, R. A., and Pagliaro, L. a., 1991, Stability of aspartame in water :organic solvent mixtures with different dielectric constants. Journal of Pharmaceutical Sciences, 80, 674-676.
22. Skwierczynski, R. D., and Connors, K. A., 1994, Solvent effects on chemical processes. Demethylation kinetics of aspartme in binary aqueous-organic solvents. Journal of Pharmaceutical Sciences, 83, 1690-1696.
23. 2 for non-sterically hindered residues. Science, 765-767.
24. Tsai, S. Y., Kuo, S. C., and Lin, S. Y., 1993, Physicochemical characterization of anthraquinone 2-carboxylic acid. Journal of Pharmaceutical Sciences, 82, 1250-1254