139125-35-2Relevant academic research and scientific papers
Convenient synthesis and conversion of a (Z)-α,β-didehydroornithine derivative to α,β-didehydrokyotorphin
Yonezawa, Yasuchika,Hirosaki, Takako,Hayashi, Takashi,Shin, Chung-Gi
, p. 144 - 148 (2007/10/03)
Hydrogenolysis of the azido group of methyl (Z)-2-(N-Cbz)amino-5- azidopent-2-enoate, derived by selective reduction and azidation of the side chain carboxyl group of N-protected (Z)ΔGlu-OMe, gave (Z)-α,β- didehydroornithine derivative (7). The formed 7 was further converted to the basic (Z)-α,β-didehydroarginine and the acid containing (Z)-α,β- didehydrokyotorphin.
Dehydrooligopeptides. XIII. Selective Enzymatic Hydrolysis of N-Protected α-Dehydroglutamic Acid Diesters and Their Analogs Using Papain as Catalyst
Shin, Chung-gi,Takahashi, Nobuyuki,Seki, Masashi
, p. 3575 - 3580 (2007/10/02)
Since the α-ester of α,γ-dimethyl N-benzyloxycarbonyl-α-dehydroglutamate (ΔGlu) was found to be hydrolyzed using papain, a variety on N-protected α-dehydroglutamates and their analogs, both esters of which were the same or different from each other, were newly synthesized and subjected to a similar hydrolysis.Although the substrates, with bulkier ester group at the γ- as well as α-positions, were found to become difficult to hydrolyze, the kind and size of the N-protecting group did not effect the hydrolysis.Moreover, it was found that the length of side chain of the substrate greatly influenced hydrolysis.The present study suggest that papain may become a useful tool for the hydrolysis and coupling of ΔGlu with α-amino acid or peptide.
