Optimization of the Solid Phase Synthesis of the Ingramon Peptide Antagonist of the Human Monocyte Chemoattractant Protein 1 (MCP-1)
| Autor: | A. A. Az’muko, A. S. Molokoedov, Maria Sidorova, M. V. Ovchinnikov, U S Dudkina, E. V. Kudryavtseva, D. V. Avdeev, Pal'keeva Me, Tatiana I. Arefieva, V. N. Bushuev, S. B. Grechishnikov |
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| Rok vydání: | 2020 |
| Předmět: |
0301 basic medicine
chemistry.chemical_classification 010405 organic chemistry Stereochemistry Monocyte fungi education Organic Chemistry Antagonist Peptide Chemotaxis equipment and supplies 01 natural sciences Biochemistry 0104 chemical sciences 03 medical and health sciences fluids and secretions 030104 developmental biology medicine.anatomical_structure Solid-phase synthesis chemistry Impurity medicine Bioorganic chemistry Monocyte chemoattractant protein |
| Zdroj: | Russian Journal of Bioorganic Chemistry. 46:520-529 |
| ISSN: | 1608-330X 1068-1620 |
| Popis: | The solid phase synthesis (SPS) of the ingramon peptide antagonist of the human monocyte chemoattractant protein-1 (H-Asp-His-Leu-Asp-Lys-Gln-Thr-Gln-Thr-Pro-Lys-Thr-OH), which exhibited the anti-inflammatory activity, was optimized. Side products of the Fmoc-SPS of this peptide were studied. Their structures were determined by the 1H NMR spectroscopy and confirmed by the synthesis. Methodological ways to minimize of a formation of impurities in the course of the ingramon SPS were found. The reproducible SPS procedure of the ingramon preparation that resulted in the formation of the minimum amount of such side products as [Asi4]-, [D-Asp4]-, and [βAsp4]-peptides was elaborated. |
| Databáze: | OpenAIRE |
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