| Trypsin-catalyzed synthesis of dipeptide containing alpha-aminoisobutyric acid using p- and m-(amidinomethyl)phenyl esters as acyl donor. | |
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MedLine Citation:
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PMID: 18451559 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Two series of inverse substrates, p- and m-(amidinomethyl)phenyl esters derived from N-(tert-butyloxycarbonyl)amino acid, were prepared as acyl donor components for enzymatic peptide synthesis. They were found to be readily coupled with an acyl acceptor such as L-alanine p-nitroanilide to produce dipeptide. An alpha-aminoisobutyric acid containing dipeptide was especially obtained in satisfactory yield. Streptomyces griseus trypsin was a more efficient catalyst than the bovine trypsin. The optimum condition for the coupling reaction was studied by changing the organic solvent, pH, and acyl acceptor concentration. It was found that the enzymatic hydrolysis of the resulting product was negligible. |
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Authors:
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Haruo Sekizaki; Kunihiko Itoh; Akiyoshi Shibuya; Eiko Toyota; Mareshige Kojoma; Kazutaka Tanizawa |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Chemical & pharmaceutical bulletin Volume: 56 ISSN: 0009-2363 ISO Abbreviation: Chem. Pharm. Bull. Publication Date: 2008 May |
Date Detail:
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Created Date: 2008-05-02 Completed Date: 2008-07-02 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 0377775 Medline TA: Chem Pharm Bull (Tokyo) Country: Japan |
Other Details:
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Languages: eng Pagination: 688-91 Citation Subset: IM |
Affiliation:
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Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido, Japan. sekizaki@hoku-iryo-u.ac.jp |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Acylation Amidines / chemistry* Aminoisobutyric Acids / chemistry* Animals Catalysis Cattle Dipeptides / chemical synthesis* Hydrogen-Ion Concentration Indicators and Reagents Magnetic Resonance Spectroscopy Spectrophotometry, Infrared Spectroscopy, Fourier Transform Infrared Streptomyces griseus / enzymology Structure-Activity Relationship Trypsin / chemistry* |
| Chemical | |
Reg. No./Substance:
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0/Amidines; 0/Aminoisobutyric Acids; 0/Dipeptides; 0/Indicators and Reagents; 62-57-7/2-aminoisobutyric acid; EC 3.4.21.4/Trypsin |
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