9 6 



the; proteins of the wheat kernel. 



The aqueous layer was'saponified by heating on a water-bath with an excess 

 of barium hydroxide for 5 hours. The barium aspartate, which separated in 

 considerable quantity on standing, was united with that obtained from frac- 

 tion V and treated as will be described later. 



From the filtrate from the barium aspartate no definite substance could be 

 obtained. It appeared to contain serine, but none could be isolated, even by 

 the use of ,3-naphthalene-sulphone-chloride. 



These esters were shaken 'out with ether, and the substance extracted 

 was saponified with hydrochloric acid. The hydrochloride thus obtained, 

 which weighed 20.21 grams, equal to 16.55 grams free phenylalanine, was 

 converted into the free acid with ammonia and then into the copper salt by 

 boiling its solution with copper hydroxide. 1 



Copper : 0.2099 gram substance, dried at 110 , gave 0.0425 gram CuO. 



Nitrogen: 0.22S3 gram substance gave NH 3 = 1.63 cc. HC1 (1 cc. HCl = o.oi gram N)- 



Calculated for C 18 H 20 O 4 N 2 Cu, Cu 16.23, N 7.17 p. ct. ; found, Cu 16.18, N 7.14 p. ct. 



The free phenylalanine isolated from this copper salt melted at 263 to 265 . 



Nitrogen: 0.1085 gram substance gave NH 3 = 0.92 cc. HC1 (1 cc. HC1 = 0.01 gram N). 

 T Calculated for C 9 H u 2 N, N 8.50 p. ct.; found, N 8.48 p. ct. 



The aqueous layer was saponified by heating for 5 hours with an excess 

 of barium hydroxide on the water-bath. The barium aspartate, which sepa- 

 rated on standing, was united with that previously obtained from fraction 

 IV, A, decomposed with an equivalent amount of sulphuric acid, and 7.12 

 grams of free aspartic acid were obtained from the solution. 



Carbon and hydrogen: 0.3293 gram substance, dried at no, gave 0.4335 gram C0 2 and 



0.1625 gram H 2 0. 

 Nitrogen: 0.2997 gram substance gave NH 3 = 3.i7 cc. HC1 (1 cc. HCl = o.oi gram N). 

 ; Calculated for C 4 H 7 4 N, C 36.05, H 5.31, N 10.55 P- ct. ; found, C 35.90, H 5.48, 

 N 10.58 p. ct. 



The filtrate from barium aspartate was freed from barium, concentrated 

 under reduced pressure, and saturated with hydrochloric acid. On long 

 standing on ice a trace of phenylalanine hydrochloride separated, but no 

 glutaminic acid hydrochloride could be obtained. After removing the 



*Cf. Schulze & Winterstein, Zeitschrift fur physiologische Chemie, 1902, xxxv, p. 210. 



