ii SECONDARY DISSOCIATION-PRODUCTS 103 



E. Schulze found that phenylamino-propionic acid is changed by 

 aerobic bacteria in this manner. (1) By des - animation phenyl- 

 propionic acid is first produced, and the latter then oxidised in the 

 presence of air into phenyl-acetic acid. In Nencki's anaerobic experi- 

 ments the change stopped short at the first stage the simple removal 

 of the ammo-group by reduction and only phenyl-propionic acid 

 was obtained. 



(2) Carbonic acid is split off, leading, as Ellinger has shown, to 

 the formation of Brieger's diamines. Thus lysin is converted into 

 penta-methylene-diamin or cadaverin, C 5 H 14 N , 



CH 2 NH, CH 2 NH 2 



CH 2 CH 2 



Lysiri |**3 C0 2 = ] ^ 2 Cadaverin 



U1 2 ^^2 



CHNH 2 CH 2 NH 2 



COOH, 



while the ornithin of the arginin gives rise to tetra-methylene- 

 diamin or putrescin, C 4 H 12 N 2 , 



CH 2 NH 2 CH 2 NH 2 



CH 2 CH 2 



Ornithin CH 2 becomes CH 2 Putrescin 



CHNH 2 CH 2 NH 9 

 COOH 



and phenylalanin forms phenylethylamin (Nencki, Spiro). 

 C 6 H 5 . CH 2 . CH(NH 2 )COOH becomes C 6 H 5 . CH 2 . CH 2 (NH 2 ) 



Phenylalanin. Phenylethylamin. 



The mother- substance of methylamin, which Morner and 

 Emmerling have found in some bacteria, may be glycocoll 



[NH 2 CH 2 COOH] minus [COJ - NH 2 CH 3 . 



(3) It is possible for both processes mentioned above under (1) 

 and (2) to take place. Kerry has found glycocoll to give rise to 

 methane, CH 4 . As a rule the change does not stop here, for the 

 terminal C-atom is oxidised, the CO 2 is given off, and then reoxidation 

 takes place, as is clearly shown by the following example : 



p-oxyphenylamino-propionic acid . C 6 H 4 . OH . CH 2 CHNH 2 . COOH 



^-oxyphenyl-propionic acid . . . C 6 H 4 . OH . CH 2 CH 2 . COOH 



^-oxyphenyl-acetic acid .... C 6 H 4 . OH . CH 2 COOH 



^-oxymandelic acid ...... C 6 H 4 . OH . CH(OH)COOH 



^-cresol .......... C 6 H 4 .OH.CH 3 



phenol . . . . . . , . . C 6 H 5 .OH 



