Abstract:
:The influence of five different N-terminal protecting groups (For, Ac, Boc, Z, and Fmoc) and reaction conditions (temperature and dimethylformamide content) on the alpha-chymotrypsin-catalyzed synthesis of the dipeptide derivative X-Phe-Leu-NH(2) was studied. Groups such as For, Ac, Boc, and Z always rendered good peptide yields (82% to 85%) at low reaction temperatures and DMF concentrations, which depended on the N-alpha protection choice. Boc and Z were the most reactive N-alpha groups and, in addition, the most suitable for peptide synthesis. On the other hand, the use of empirical design methodologies allowed, with minimal experimentation and by multiple regression, to deduce an equation, which correlates the logarithm of the first order kinetic constant (log k') with reaction temperature, DMF concentration, and hydrophobicity (log P values) of the different protecting groups. The predictive value of the equation was tested by comparing the performance of another protective group, such as Aloc, with the performance predicted by said equation. Experimental and calculated k' values were found to be in good agreement.
journal_name
Biotechnol Bioengjournal_title
Biotechnology and bioengineeringauthors
Calvet S,Clapés P,Vigo JP,Xaus N,Jorba X,Mas RM,Torres JL,Valencia G,Serralheiro ML,Cabral JM,Empis JMdoi
10.1002/bit.260390509subject
Has Abstractpub_date
1992-03-05 00:00:00pages
539-49issue
5eissn
0006-3592issn
1097-0290journal_volume
39pub_type
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