Hydrazone- and Hydrazide-Containing N-Substituted Glycines as Peptoid Surrogates for Expedited Library Synthesis: Application to the Preparation of Tsg101-Directed HIV-1 Budding Antagonists

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• 作者：Fa Liu ; Andrew G. Stephen ; Catherine S. Adamson ; Karine Gousset ; M. Javad Aman ; Eric O. Freed ; Robert J. Fisher ; Terrence R. Burke ; Jr.
• 刊名：Organic Letters
• 出版年：2006
• 出版时间：October 26, 2006
• 年：2006
• 卷：8
• 期：22
• 页码：5165 - 5168
• 全文大小：127K
• 年卷期：v.8,no.22(October 26, 2006)
• ISSN：1523-7052

文摘

Replacing the Pro6 in the p6^Gag-derived 9-mer "P-E-P-T-A-P-P-E-E" with N-substituted glycine (NSG) residues is problematic. However,incorporation of hydrazone amides ("peptoid hydrazones") can be readily achieved in library fashion. Furthermore, reduction of these hydrazonesto N-substituted "peptoid hydrazides" affords a facile route to library diversification. This approach is demonstrated by application to Tsg101-binding compounds designed as potential HIV budding antagonists.