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.

中文翻译：

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人单核细胞趋化蛋白 1 (MCP-1) 英格拉姆肽拮抗剂的固相合成优化

人单核细胞趋化蛋白-1（H-Asp-His-Leu-Asp-Lys-Gln-Thr-Gln-Thr-Pro-Lys-Thr-OH）的英格拉姆肽拮抗剂的固相合成（SPS），表现出抗炎活性的优化。研究了该肽的 Fmoc-SPS 的副产物。它们的结构由 1 H NMR 光谱确定并由合成证实。发现了在ingramon SPS过程中最小化杂质形成的方法学方法。详细阐述了导致形成最少量副产物如 [Asi4]-、[D-Asp4]-和 [βAsp4]-肽的 ingramon 制备的可重复 SPS 程序。