S153: Activity and selectivity enhancements of enzymes with restricted libraries

Thursday, August 16, 2012: 3:30 PM
Meeting Room 11-12, Columbia Hall, Terrace level (Washington Hilton)
Andreas S. Bommarius, Michael J. Abrahamson, Janna K Blum, Andria L Deaguero and Eduardo Vazquez-Figueroa, Chemical & Biomolecular Engineering, Georgia Institute of Technology, Atlanta, GA
Contemporary methods of protein engineering, such as applying rational design guided by mechanistic and structural knowledge, have greatly increased the ability to create novel enzyme functionality.

Expansion of the substrate specificity of an amino acid dehydrogenase to that of an amine dehydrogenase was achieved through several rounds of focused mutagenesis.  Application of degenerate codons and a high-throughput screening assay allowed for simplified, rapid evaluation of enzyme variants.  Novel activity was achieved toward a number of compounds while maintaining the enzyme’s native enantioselectivity.

Alpha-amino ester hydrolases (E.C. 3.1.1.43) catalyze the synthesis and hydrolysis of α-amino β-lactam antibiotics. To improve AEH thermostability, a modified structure-guided consensus model of seven homologous enzymes was generated along with analysis of the B-values from the available crystal structures. In the third round, independent NNK saturation of two high B-factor sites, K34 and E143, on a consensus-driven triple variant resulted in our best (a quadruple) variant, with a “T-50”  value of 34oC (7oC improvement) and 1.3-fold activity compared to wild-type.

Currently, Pen G Acylase only exhibits weak diastereoselectivity with respect to the alpha amino group of rac-phenylglycine methyl ester (rac-PGME) when it is coupled with 6-aminopenicillanic acid to synthesize ampicillin. Four variants with improved selectivity for (R)-ampicillin synthesis were identified, all resulting from a mutation at the beta-24 position.[6] The diastereomeric excess (d.e.R) value of 37% for the wild-type enzyme was improved to a d.e.R value of 98% for our most selective mutant, betaPhe24Ala.