Structural investigations of three triazines: solution-state NMR studies of internal rotation and structural information from solid-state NMR, plus a full structure determination from powder x-ray diffraction in one case

Three model 2,4,6-tris(amino)-1,3, 5-triazines, structurally related to a dyestuff molecule previously studied by NMR, were synthesized in order to enable the effects of rotamer exchange on the NMR spectra to be investigated in more detail. Two of the compounds are novel. Internal rotation of the triazine ring substituents was studied by variable-temperature solution-state H-1, C-13 and N-15 NMR spectroscopy. All the expected rotamers were detected for each molecule. Rotamer exchange rates varied from slow to fast over the temperature range -40 to 90degreesC, as observed for the dyestuff molecule itself. Solid-state C-13 and N-15 NMR provided information about the structures of the solid molecules. A full crystal structure determination from high-resolution powder x-ray diffraction was achieved for one of the molecules using simulated annealing techniques. Ab initio MO and N-15 NMR chemical shift calculations, based on energy-minimized structures derived from the x-ray structure determination, enabled the effect of intermolecular hydrogen bonding on the N-15 NMR chemical shifts to be studied. The results compared favourably with the experimental solid-state N-15 NMR shifts. Copyright (C) 2003 John Wiley Sons, Ltd

Comparative methodologies for measuring metabolizable energy of various types of resistant high amylose corn starch

Energy values of high amylose corn starches high in resistant starch (RS) were determined in vivo by two different methodologies. In one study, energy values were determined according to growth relative to glucose-based diets in rats fed diets containing RS2, heat-treated RS2 (RS2-HT), RS3, and amylase predigested versions to isolate the RS component. Net metabolizable energy values ranged from 2.68 to 3.06 kcal/g for the RS starches, and 1.91-2.53 kcal/g for the amylase predigested versions. In a second study, rats were fed a diet containing RS2-HT and the metabolizable energy value was determined by bomb calorimetry. The metabolizable energy value was 2.80 kcal/g, consistent with Study 1. Thus, high amylose corn based RS ingredients and their amylase predigested equivalents have energy values approximately 65-78% and 47-62% of available starch (Atwater factor), respectively, according to the RS type (Garcia, T. A.; McCutcheon, K. L.; Francis, A. R.; Keenan, M. J.; O'Neil, C. E.; Martin, R. J.; Hegsted, M. The effects of resistant starch on gastrointestinal organs and fecal output in rats. FASEB J. 2003, 17, A335). ©2009 American Chemical Society

Digestive and functional properties of a partially hydrolyzed cassava solid waste with high insoluble fiber concentration Propriedades funcionais-digestivas do concentrado de fibra alimentar obtido de mandioca

Starch factories generate large amounts of cassava solid waste. A small amount is utilized for animal feed but most of it is discharged with deleterious effects to the envirounment. A edible food with a high content of insoluble dietary fiber (60.9%), named "partially hidrolyzed cassava waste" (PHCW), was prepared from industrial cassava solid waste by an enzymatic process. PHCW or wheat bran (WB) were fed to model rats and both promoted digestive function effects, but PHCW produced the greatest effect. The insoluble fiber constituent from PHCW (and not the soluble fiber), promoted the greatest fecal bulking, fecal weight and defecation frequency in rats, as compared to WB. Such results indicate that the partially hydrolyzed cassava waste presents digestive function properties which allow it to be used as an adequate source of insoluble dietary fiber in the formulation of functional food for human nutrition.<br>As fecularias e polvilheiras produzem grandes quantidades de bagaço de mandioca. A proposta dessa pesquisa consistiu determinar, em ratos modelo, a propriedade funcional-digestiva do produto alimentício bagaço de mandioca hidrolisado (BMH), um concentrado de fibra alimentar (60,9%, peso seco) que foi obtido a partir do bagaço de mandioca da polvilheira e através de processo de hidrólise enzimática. O BMH produziu efeitos fisiológicos no trato digestivo dos ratos modelos mais acentuados que os efeitos produzidos pelo farelo de trigo (FT). Foram os componentes insolúveis da fibra alimentar do BMH, e não a fração solúvel, os que mais contribuíram para o maior volume e peso das fezes e, por conseguinte, para o maior número de defecações. Por isso, o BMH pode ser usado como fonte alternativa de fibra alimentar para a formulação de alimentos, principalmente os consumidos por indivíduos com a finalidade de regular ou manter normal a funcionalidade digestiva