THE SYNTHESIS OF THE PROTEINS 



POLYPEPTIDES SYNTHESISED BY METHOD I. 



Glycine ester 



Alanine ester ; 



Leucine ester -i 



Diaminopropionic acid ester 



Histidine ester \ 



Lysine ester -H 



Arginine ester 



Serine ester -^ 



Isoserine ester 



Tyrosine methyl ester 5 



Aspartic acid methyl ester -i 



Simple Polypeptides. 



glycine anhydride > glycyl-glycine. 



alanine anhydride - alanyl-alanine. 



leucine anhydride > leucyl-leucine. 



-> diaminopropionic acid anhydride. 



histidine anhydride 

 lysine anhydride 



serine anhydride 



histidyl-histidine. 

 lysyl-lysine. 

 arginyl-arginine (?) 

 seryl-serine. 

 isoseryl-isoserine. 

 tyrosyl-tyrosine. 



diketopiperazine diacetic diamide 

 by action of ammonia. 



tyrosine anhydride - 

 aspartic acid anhydride - 

 2-5-diketopiperazine, 3-6- 



diacetic acid 

 Diglycyl-glycine methyl -> pentaglycyl-glycine ester -> pentaglycyl-glycine. 



ester > octaglycine anhydride (?) 



1-alanyl-glycyl-glycine methyl ester - 1-alanyl-diglycyl-l-alanyl-glycyl-glycine. 



Leucyl-alanine anhydride j from dipeptide< 

 Leucyl-proline anhydride 



Chloracetyl alanine ester 



Chloracetyl tyrosine ester 



Glycyl-1-phenylalanine ester 

 1-phenylalanyl-glycine ester 



Leucyl-glycine ester 

 Glycyl-aspartic acid ester 



Phenylalanyl-glycine ester 

 Valyl-glycine ester 

 Valyl-alanine ester 



Mixed Polypeptides. 

 Glycyl-alanine anhydride 

 glycyl-1-tyrosine anhydride ^ 



glycyl-1-phenylalanine anhydride 



leucyl-glycine anhydride 

 glycyl-aspartic acid anhydride 

 leucyl-alanine anhydride 



Phenylalanyl-glycine anhydride. 

 Valyl-glycine anhydride. 

 Valyl-alanine anhydride. 



glycyl-alanine. 

 alanyl-glycine. 

 glycyl-1-tyrosine. 

 1-tyrosyl-glycine. 



leucyl-glycine. 

 glycyl-leucine. 



leucyl-alanine. 

 alanyl-leucine. 



