Facile transformation of glutamic acid into proline residue inside a tripeptide backbone

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• 作者：Adriano Mollica ; Azzurra Stefanucci ; Federica Feliciani ; Domenica Torino ; Ivana Cacciatore ; Francesco Pinnen ; Gino Lucente
• 关键词：δ ; -Lactam-constrained peptides ; Glutamic acid ; Peptides ; Proline
• 刊名：Tetrahedron Letters
• 出版年：2010
• 出版时间：3 March 2010
• 年：2010
• 卷：51
• 期：9
• 页码：1333-1335
• 全文大小：206 K

文摘

In this Letter we present a simple reaction pathway which allows the conversion of the glutamic acid residue of a tripeptide into a proline residue. The reaction was performed by using Boc-Val-Glu-Phe-NH₂ as a starting material and is based on a NaH-induced intraresidue alkylation under reaction conditions analogous to that adopted during the Freidinger lactams formation.