PMID: 12149125Aug 1, 2002

Boilysin and thermolysin in dipeptide synthesis: a comparative study

Biotechnology and Applied Biochemistry
Diana KühnR Ulbrich-Hofmann

Abstract

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

Citations

Sep 1, 2005·Applied Microbiology and Biotechnology·Dinesh Kumar, Tek Chand Bhalla
Aug 17, 2011·Applied Microbiology and Biotechnology·Ji-Wei Wu, Xiu-Lan Chen
Jan 23, 2016·Chemical Reviews·Shin-ichiro ShodaShiro Kobayashi
Dec 14, 2006·Biotechnology and Bioengineering·Johanna Mansfeld, Renate Ulbrich-Hofmann
Aug 29, 2012·International Journal of Biological Macromolecules·Milad Lagzian, Ahmad Asoodeh
Jan 1, 2013·Biomolecules·Rubén de Regil, Georgina Sandoval
Jan 1, 2013·Biomolecules·János András MótyánJózsef Tőzsér

Related Concepts

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

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