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Literature DB >> 20418423

The aminolysis reaction of streptomyces S9 aminopeptidase promotes the synthesis of diverse prolyl dipeptides.

Jiro Arima¹, Masazumi Morimoto, Hirokazu Usuki, Nobuhiro Mori, Tadashi Hatanaka.

Abstract

Prolyl dipeptide synthesis by S9 aminopeptidase from Streptomyces thermocyaneoviolaceus (S9AP-St) has been demonstrated. In the synthesis, S9AP-St preferentially used l-Pro-OBzl as the acyl donor, yielding synthesized dipeptides having an l-Pro-Xaa structure. In addition, S9AP-St showed broad specificity toward the acyl acceptor. Furthermore, S9AP-St produced cyclo (l-Pro-l-His) with a conversion ratio of substrate to cyclo (l-Pro-l-His) higher than 40%.

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Year: 2010 PMID： 20418423 PMCID： PMC2893465 DOI： 10.1128/AEM.00577-10

Source DB: PubMed Journal: Appl Environ Microbiol ISSN： 0099-2240 Impact factor: 4.792

14 in total

1. Dipeptide synthesis by an aminopeptidase from Streptomyces septatus TH-2 and its application to synthesis of biologically active peptides.

Authors: Jiro Arima; Yoshiko Uesugi; Misugi Uraji; Masaki Iwabuchi; Tadashi Hatanaka
Journal: Appl Environ Microbiol Date: 2006-06 Impact factor: 4.792

2. Engineered transaminopeptidase, aminolysin-S for catalysis of peptide bond formation to give linear and cyclic dipeptides by one-pot reaction.

Authors: Hirokazu Usuki; Yoshiko Uesugi; Jiro Arima; Yukihiro Yamamoto; Masaki Iwabuchi; Tadashi Hatanaka
Journal: Chem Commun (Camb) Date: 2009-12-04 Impact factor: 6.222

Review 9. Bioactive cyclic dipeptides.

Authors: C Prasad
Journal: Peptides Date: 1995 Impact factor: 3.750

10. Peptide bond synthesis catalyzed by thermolysin.

Authors: T Oka; K Morihara
Journal: J Biochem Date: 1980-09 Impact factor: 3.387

1 in total

1. One-pot synthesis of diverse DL-configuration dipeptides by a Streptomyces D-stereospecific amidohydrolase.

Authors: Jiro Arima; Hirokazu Usuki; Tadashi Hatanaka; Nobuhiro Mori
Journal: Appl Environ Microbiol Date: 2011-09-23 Impact factor: 4.792

1 in total

The aminolysis reaction of streptomyces S9 aminopeptidase promotes the synthesis of diverse prolyl dipeptides.

1. Dipeptide synthesis by an aminopeptidase from Streptomyces septatus TH-2 and its application to synthesis of biologically active peptides.

2. Engineered transaminopeptidase, aminolysin-S for catalysis of peptide bond formation to give linear and cyclic dipeptides by one-pot reaction.

3. Thermolysin: kinetic study with oligopeptides.

4. Active-site variants of Streptomyces griseus protease B with peptide-ligation activity.

5. Structure-based exploration of cyclic dipeptide chitinase inhibitors.

6. A novel and efficient enzymatic method for the production of peptides from unprotected starting materials.

7. Anti-hyperglycemic activity of zinc plus cyclo (his-pro) in genetically diabetic Goto-Kakizaki and aged rats.

8. Generation of a thermostable and denaturant-resistant peptide ligase.

Review 9. Bioactive cyclic dipeptides.

10. Peptide bond synthesis catalyzed by thermolysin.

1. One-pot synthesis of diverse DL-configuration dipeptides by a Streptomyces D-stereospecific amidohydrolase.