Amino acids sweetness

A report by Bressani et al. (3J7), which evaluated the nutritional value of diets based on starchy foods and beans, indicated that for the rat, sweet potato protein was of poor nutritional quality. When methionine was added to all diets to raise sulfur amino acids, sweet potato still required the largest amount of supplementation with bean flour to maintain animal weight (Table II). 

Amino acid Sweet taste ctsw(mmol/l)... 

Organic aromatic molecules are usually sweet, bitter, a combination of these, or tasteless, probably owing to lack of water solubiUty. Most characteristic taste substances, especially salty and sweet, are nonvolatile compounds. Many different types of molecules produce the bitter taste, eg, divalent cations, alkaloids, some amino acids, and denatoirium (14,15). 

The amino acids L-leucine, T-phenylalanine, L-tyrosine, and L-tryptophan all taste bitter, whereas their D-enantiomers taste sweet (5) (see Amino ACIDS). D-Penicillamine [52-67-5] a chelating agent used to remove heavy metals from the body, is a relatively nontoxic dmg effective in the treatment of rheumatoid arthritis, but T.-penicillamine [1113-41 -3] produces optic atrophy and subsequent blindness (6). T.-Penicillamine is roughly eight times more mutagenic than its enantiomer. Such enantioselective mutagenicity is likely due to differences in renal metaboHsm (7). (R)-ThaHdomide (3) is a sedative—hypnotic (3)-thaHdomide (4) is a teratogen (8). 

In Foods. Each amino acid has its characteristic taste of sweetness, sourness, saltiness, bitterness, or "umami" as shown in Table 13. Umami taste, which is typically represented by L-glutamic acid salt (and some 5 -nucleotide salts), makes food more palatable and is recognized as a basic taste, independent of the four other classical basic tastes of sweet, sour, salty, and bitter (221). 

L-Amino acid Threshold value, mg/dL Sweet Sour Bitter Salty Umami... 

The existence of protein receptors in the tongues of mice and cows have been shown. Monosodium L-glutamate MSG [142-47-2] is utilized as a food flavor enhancer in various seasonings and processed foods. D-Glutamate is tasteless. L-Aspartic acid salt has a weaker taste of umami. Glycine and L-alanine are slightly sweet. The relationship between taste and amino acid stmcture has been discussed (222). 

The amino-acids are crystalline compounds usually of a sweet taste and soluble in water They are ncutial compounds, from which It may be assumed that an inner ammonium salt is foimecl —... 

Different optical enantiomers of amino acids also have different properties. L-asparagine, for example, tastes bitter while D-asparagine tastes sweet (see Figure 8.3). L-Phenylalanine is a constituent of the artificial sweetener aspartame (Figure 8.3). When one uses D-phenylalanine the same compound tastes bitter. These examples clearly demonstrate the importance of the use of homochiral compounds. 

Sweetness is a quality that defies definition, but whose complexity can be appreciated merely by examining the molecular structures of those compounds that elicit the sensation. They come in all molecular shapes and sizes, and they belong to such seemingly unrelated classes of compounds as aliphatic and aromatic organic compounds, amino acids, peptides and proteins, carbohydrates, complex glycosides, and even certain inorganic salts. 

The taste of various amino acids, sugars, and aliphatic nitro compounds was studied, and it was concluded that the distance over which this hydrogen atom migrates, to give a second tautomeric form, determines the sweetness. In the case of saccharin, the sweetness was explained as due to two tautomeric forms. 

Fig. 32.—Fixation of Sweet and Bitter Compounds (Amino Acids) in Rectangular Coor-dinates. ...

In a study of the three-dimensional structure of thaumatin, it was reported that, not only do antibodies raised against thaumatin cross-react with monellin,but antibodies raised against monellin also cross-react with thaumatin, suggesting that there is some structural similarity between portions of the two sweet-protein molecules. Earlier studies " had shown that there is a limited homology in the amino acid sequence in the two proteins. Five tripeptides in monellin have their counterparts in thaumatin. 

The fifth was a molecular biologist, who smiled sweetly and pointed out that all the others had missed the point. The frog jumps because of the biochemical properties of its muscles. The muscles are largely composed of two interdigitated filamentous proteins, actin and myosin, and they contract because the protein filaments slide past each other. This property of the actin and myosin is dependent on the amino acid composition of the two proteins, and hence on chemical, and thus on physical properties. In the last analysis, the molecular biologist insisted, following James Watson, we are all nothing but subatomic particles. 

Sweet chocolate, 6 361—366 amino acids content, 6 368t composition, 6 369t... 

Walter et al. (38) measured the protein efficiency ratio (PER) of flour prepared from sweet potatoes which were cooked in a drying oven. Because the PER is determined on the basis of a diet containing 10% protein, the Jewel and Centennial sweet potatoes used in this study were stored until sufficient starch had metabolized to increase crude protein content to 11.25% (dry basis). When the flour was fed to Sprague-Dawley strain rats, the corrected PER values were 2.22 and 2.00 for Centennial and Jewel cultivars, respectively, compared to 2.50 for casein. Centennial had the highest PER value of the two cultivars because its NPN content was lower. The net effect of increased NPN content is to lower the amount of essential amino acids as a percentage of the total nitrogen and thus decrease the PER value. 

In recent years, a number of workers have published amino acid analyses of the sweet potato (38, 43, 35, 22, 18). The overall picture is that the sweet potato amino acid pattern is of good nutritional quality but that the variability of individual amino acids both within the same cultivar and across cultivars is very high. For example, Walter et al. (44) reported that with the exception of aromatic amino acids, every essential amino acid has a score of less than 100 in one or more cultivars. The amino acid score is defined as the g of amino acid in 100 g of test protein divided by the number of g of that amino acid in the FAO/WHO reference pattern times 100. Bradbury et al. (22) showed that, for the same cultivar, environmental effects on the amino acid patterns is significant. For three cultivars, they found a mean percent standard deviation for all amino acids of 24.2,... 

The literature on concentrated sweet potato protein is sparse. Amino acid patterns for sweet potato protein isolates have been reported by three groups (16, 45, 46). One report showed that when compared to the FAO standard (47), no amino acids were limiting. The other reports showed total sulfur amino acids and lysine to be limiting (Table III). The patterns indicate a nutritionally well balanced protein. The improvement in nutritional quality, when compared to amino acid patterns from whole sweet potato, is due to the fact that whole sweet potatoes contain substantial amounts of NPN, which consists mainly of nonessential amino acids. This effectively dilutes the EAA and lowers the amino acid score. 

Feeding studies with the rat as the test animal verified the high nutritional quality indicated by the amino acid pattern (45). Using isolates and concentrates prepared from Jewel and Centennial cultivars, PER values were equal to that of casein (milk protein) (Table IV). Examination of the amino acid patterns of sweet potato protein and casein revealed that both contained... 

---