PMID: 12149125Aug 1, 2002

Boilysin and thermolysin in dipeptide synthesis: a comparative study

Biotechnology and Applied Biochemistry
Diana KühnR Ulbrich-Hofmann


Boilysin (BLN) is an engineered, highly thermostable neutral protease from Bacillus stearothermophilus. Its high resistance is based on the stabilization of a surface loop (amino acid residues 55-69) by eight amino acid exchanges, including the introduction of a disulphide bond. In the present study, BLN was compared with the well-known and structurally related thermolysin (from B. thermoproteolyticus) with respect to their dipeptide- synthetic properties. The synthesis of the aspartame precursor N-(benzyloxycarbonyl)-l-aspartyl-l-phenylalanine methyl ester (Z-Asp-Phe-OMe) was used as the model reaction to study its enantioselectivity as well as the influence of neutral salt, temperature and calcium- ion concentration on peptide synthesis. The reactions were performed in homogeneous reaction systems containing DMSO or aliphatic alcohols. Furthermore, the substrate specificity in the synthesis of Z-Asp-X-OMe (X=Phe, d-Phe, Ala, Ile, Leu, Met, Tyr or Val) was examined. The two enzymes showed no difference in time course of reaction by the use of salts as activators or different alcohols as co-solvents. Both enzymes showed a high enantioselectivity towards the amino component in the reaction. They were strongly activated by NaCl, ...Continue Reading


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Related Concepts

NprT protein, Bacillus stearothermophilus
N-benzyloxycarbonyl-aspartylphenylalanine methyl ester, (L-beta-Asp)-isomer
Geobacillus stearothermophilus
Natto Bacteria
Statistical Sensitivity
Sodium Chloride, (24)NaCl
Substrate Specificity

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