Synthesis of Morphiceptin (Tyr-Pro-Phe-Pro-NH2) by Dipeptidyl Aminopeptidase IV Derived from Aspergillus oryzae
| Autor: | Keita Kudoh, Tatsuo Watanabe, Tadahiro Tadokoro, Hiroshi Tachi, Toru Ota, Aki Itoh, Akio Maekawa, Yuji Yamamoto |
|---|---|
| Rok vydání: | 2005 |
| Předmět: |
chemistry.chemical_classification
Ethylene Glycol biology Tetrapeptide Chemistry Stereochemistry Aspergillus oryzae Substrate (chemistry) Diisopropylamine General Chemistry Hydrogen-Ion Concentration biology.organism_classification Aminopeptidase chemistry.chemical_compound Enzyme Amine gas treating Endorphins Dipeptidyl-Peptidases and Tripeptidyl-Peptidases General Agricultural and Biological Sciences Ethylene glycol |
| Zdroj: | Journal of Agricultural and Food Chemistry. 53:6112-6116 |
| ISSN: | 1520-5118 0021-8561 |
| DOI: | 10.1021/jf050420d |
| Popis: | Morphiceptin (Tyr-Pro-Phe-Pro-NH(2)), tetrapeptide, was synthesized using dipeptidyl aminopeptidase IV (DP IV, EC 3.4.14.5) derived from Aspergillus oryzae RIB 915 as a catalyst. Tyr-Pro-OEt was incubated with Phe-Pro-NH(2) in the presence of DP IV under various conditions of temperature, concentrations of ethylene glycol, pH, reaction time, and others. Morphiceptin was obtained at 40% yield under the optimal reaction conditions: substrate, 4 mM Tyr-Pro-OEt.HCl and 20 mM Phe-Pro-NH(2).HCl; enzyme, DP IV, 0.275 nkat; solvent, 60% ethylene glycol containing 20 mM phosphate buffer at pH 7.0; amine, 4.2 mM diisopropylamine at 4 degrees C for 24 h. Amino group protection was unnecessary for synthesis of morphiceptin by DP IV. |
| Databáze: | OpenAIRE |
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