449797-38-0Relevant articles and documents
Protease-catalysed synthesis of Z-L-aminoacyl-L-caprolactam amides from Z-protected amino acid esters and DL-α-amino-e-caprolactam
Lang, Alexander,Kuhl, Peter
, p. 3779 - 3781 (2010)
The enzymatic synthesis of Z-L-aminoacyl-L-caprolactam amides from Z-protected amino acid esters and DL-a-amino-e-caprolactam (ACL) was accomplished by the thiol proteases papain, bromelain and ficin in aqueous-organic media. Product yields of 96% and 87% for Z-Gly-L-ACL and Z-Ala-L-ACL, respectively, could be obtained. The products were purified and characterised by polarimetry, NMR and LC-MS. The suitability to accept a bulky 1,2-amino ketone as a nucleophile expands the general knowledge of thiol proteases and their catalytic potential.