55102-13-1Relevant articles and documents
Hydration and dehydration behavior of aspartame hemihydrate
Leung, Suzanne S.,Padden, Brian E.,Munson, Eric J.,Grant, David J. W.
, p. 508 - 513 (1998)
Previous studies have shown that aspartame in the solid state can exist as a hemihydrate which occurs in two different polymorphic forms (I and II). The present work shows that equilibration of either hemihydrate at 25 °C with water vapor at relative humidities ≤58% or with liquid water produces a 2.5-hydrate. Upon subjecting each of these crystalline hydrates to increasing temperature, the same crystalline anhydrate is formed which thermally cyclizes at a higher temperature to form the known compound 3- (carboxymethyl)-6-benzyl-2,5-dioxopiperazine. The activation energy of the cyclization reaction appears to depend on the degree of crystallinity of the anhydrate that is formed at a lower temperature. On increasing the temperature of the 2.5-hydrate, a hemihydrate intervenes before the anhydrate is formed. This intervening hemihydrate is similar to the commercial form (11) of aspartame hemihydrate but exhibits greater amorphous character. The techniques employed were Karl Fischer titrimetry, powder X-ray diffractometry, differential scanning calorimetry, thermogravimetric analysis, solid-state 13C nuclear magnetic resonance spectroscopy, and Fourier transform infrared absorption spectroscopy.
Solid State Stability Studies of Model Dipeptides: Aspartame and Aspartylphenylalanine
Leung, Suzanne S.,Grant, David J. W.
, p. 64 - 71 (1997)
Some solid-state pharmaceutical properties and the solid-state thermal stability of the model dipeptides aspartame (APM) and aspartylphenylalanine (AP), have been investigated, Studies by differential scanning calorimetry (DSC), thermal gravimetric analysis (TGA), high-performance liquid chromatography, powder X-ray diffraction, and optical microscopy have shown that the dipeptides undergo solid state intramolecular aminolysis of the type, solid → solid + gas. This reaction was observed for APM at 167-180°C with the liberation of methanol and for AP at 186-202°C with the liberation of water. The exclusive solid product of the degradation reaction of both dipeptides is the cyclic compound 3-(carboxymethyl)-6-benzyl-2,5-dioxopiperazine, The rates of the degradation reactions were monitored by isothermal TGA and by temperature-ramp DSC and were found to follow kinetics based on nucleation control with activation energies of about 266 kJ mol-1 for APM and 234 kJ mol-1 for AP.
Investigations on the degradation of aspartame using high-performance liquid chromatography/tandem mass spectrometry
Sun, Jie-Ping,Han, Qiang,Zhang, Xiao-Qiong,Ding, Ming-Yu
, p. 1259 - 1264 (2014/11/07)
Aspartame is a widely used sweetener, the long-term safety of which has been controversial ever since it was accepted for human consumption. It is unstable and can produce some harmful degradation products under certain storage conditions. A high-performa