PMID: 7419523Sep 1, 1980

Peptide bond synthesis catalyzed by thermolysin

Journal of Biochemistry
T Oka, K Morihara

Abstract

The coupling between Cbz-Phe-OH and Leu-NH2 catalyzed by thermolysin was examined under various experimental conditions. The highest yield (ca. 80%) was obtained in the reaction mixture containing 0.05 M each of the carboxyl and amine components and 10 muM enzyme at pH 7 and 37 degrees C for 5 h. The reactivity was ca. 100 times higher than that of alpha-chymotrypsin. Amino acid derivatives or peptides were useful as amine components, though a hydrophobic or bulky amino acid residue was required at the N-terminal position. Strict stereospecificity was observed at this position. A hydrophobic or bulky amino acid residue occupying the C-terminal position of carboxyl components was also favorable for synthesis. The specificity requirements for synthesis were the same as those for hydrolysis.

References

Apr 9, 1999·The Journal of Peptide Research : Official Journal of the American Peptide Society·S RivalJ Wallach
Apr 27, 2010·Applied and Environmental Microbiology·Jiro ArimaTadashi Hatanaka
Sep 29, 2011·Applied and Environmental Microbiology·Jiro ArimaNobuhiro Mori
Feb 1, 1988·International Journal of Peptide and Protein Research·E ChengM Tominaga
Aug 1, 1984·European Journal of Biochemistry·M Fukuda, S Kunugi
Feb 1, 1991·International Journal of Peptide and Protein Research·M T Miranda, M Tominaga
Nov 1, 1988·European Journal of Biochemistry·M ReslowB Mattiasson
Jan 1, 1983·Transactions of the New York Academy of Sciences·J S Fruton
Jan 15, 1989·Biotechnology and Bioengineering·S M Cramer, C Horváth
Sep 1, 2005·Applied Microbiology and Biotechnology·Dinesh Kumar, Tek Chand Bhalla
May 26, 2010·Applied Microbiology and Biotechnology·Jiro ArimaTadanori Aimi
Jun 12, 2009·Critical Reviews in Biotechnology·Anshu Gupta, S K Khare
Feb 20, 1997·Biotechnology and Bioengineering·S KunugiK Oda
Sep 1, 1982·Applied Biochemistry and Biotechnology·I M ChaikenF Widmer

Related Concepts

Amino acid derivative
Amines
Carboxy-Terminal Amino Acid
Structure-Activity Relationship
Alpha-chymotrypsin
Avazyme
Dipeptides
Thermolysin
Amino Acid [EPC]
Hydrogen-Ion Concentration

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