178910-91-3Relevant academic research and scientific papers
Synthesis of peptide aldehydes via enzymatic acylation of amino aldehyde derivatives
Voyushina, Tatiana L.,Potetinova, Joanna V.,Milgotina, Ekaterina I.,Stepanov, Valentin M.
, p. 2953 - 2959 (2007/10/03)
Two ways for semi-enzymatic preparation of the peptide aldehydes are proposed: (1) enzymatic acylation of amino alcohols with acyl peptide esters and subsequent chemical oxidation of the resulting peptide alcohols with DMSO/acetic anhydride mixture or (2) enzymatic acylation of the preliminarily obtained by a chemical route amino aldehyde semicarbazones. Subtilisin 72, serine proteinase with a broad specificity, distributed over macroporous silica, was used as a catalyst in both cases. Due to the practical absence of water in the reaction mixtures the yields of the products in both enzymatic reactions were nearly quantitative. The second way seems to be more attractive because all chemical stages were carried out with amino acid derivatives, far less valuable compounds than peptide ones. A series of peptide aldehydes of general formula Z-Ala-Ala-Xaa-al (where Xaa-al=leucinal, phenylalaninal, alaninal, valinal) was obtained. The inhibition parameters for these compounds, in the hydrolysis reactions of corresponding chromogenic substrates for subtilisin and α-chymotrypsin, were determined. Copyright (C) 1999 Elsevier Science Ltd.
Enzymatic synthesis of peptidyl amino alcohols and peptidyl amino aldehydes - Serine proteinase inhibitors
Potetinova, Joanna V.,Voyushina, Tatiana L.,Stepanov, Valentin M.
, p. 705 - 710 (2007/10/03)
An enzymatic synthesis of peptidyl amino alcohols is described. The reactions were performed in organic solvents using as a catalyst subtilisin distributed on the surface of macroporous silica. Subsequent mild oxidation of peptidyl amino alcohols results
