654666-08-7

Upstream product

• 7605-28-9 2-(phenylsulfonyl)acetonitrile 
• 224321-05-5 (2S,4S)-4-hydroxy-1-phenylmethoxycarbonylpyrrolidine-2-carboxylic acid tert-butyl ester 
• 501-53-1 benzyl chloroformate 
• 13504-85-3 (2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid 
• 147489-27-8 (2S)-4-oxo-1-phenylmethoxycarbonylpyrrolidine-2-carboxylic acid tert-butyl ester 
• 51-35-4 4R-4-hydroxyproline 
• 72289-52-2 (2S,4R)-4-hydroxy-1-phenylmethoxycarbonylpyrrolidine-2-carboxylic acid tert-butyl ester 

Downstream Products

• 654666-09-8 (2S,4S)-4-cyanomethyl-1-phenylmethoxycarbonyl-pyrrolidine-2-carboxylic acid tert-butyl ester 
• 654666-18-9 (2S,4R)-4-(2-Amino-ethyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester 
• 1026656-91-6 (2S,4R)-4-(2-Guanidino-ethyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 
• 654666-10-1 (2S,4R)-4-(N,N'-di-tert-butoxycarbonyl-2-guanidinoethyl)-1-phenylmethoxycarbonylpyrrolidine-2-carboxylic acid tert-butyl ester 
• 654666-12-3 (2S,4R)-4-(N-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-2-guanidinoethyl)-1-phenylmethoxycarbonyl-pyrrolidine-2-carboxylic acid 

Relevant academic research and scientific papers

Restriction of a Peptide Turn Conformation and Conformational Analysis of Guanidino Group Using Arginine-Proline Fused Amino Acids: Application to Mini Atrial Natriuretic Peptide on Binding to the Receptor

Compounds (2S,4S)- and (2S,4R)-4-(2′-guanidinoethyl)proline have been synthesized as a conformationally restricted arginine, Their backbones fit the i + 1 position in a turn, and the side chains are restricted compared to that of arginine. These analogues were incorporated into mini atrial natriuretic polypeptide, which has an important turnlike conformation at Gly6-Arg7-Met8-Asp9. Structural analysis revealed that the size of the conformational space of Arg7 on binding to the receptor was approximately one-third of the entire conformational space.