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Design of a “new motif” with β-amino acids and α-aminoxy acids: synthesis of hybrid peptides with 12/10-helix

GVM Sharma, V Manohar, SK Dutta…

文献索引:Sharma, Gangavaram V. M.; Manohar, Vennampalli; Dutta, Samit K.; Subash, Velaparthi; Kunwar, Ajit C. Journal of Organic Chemistry, 2008 , vol. 73, # 10 p. 3689 - 3698

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被引用次数: 32

摘要

Hybrid peptides are prepared from a C-linked carbo-β-amino acid ester (R-β-Caa) and an α- aminoxy acid (R-Ama) derived from S-lactic acid. Extensive NMR (in CDCl3 solution), CD, and MD studies on the tetra-and hexapeptides led to identification of robust 12/10-mixed helices. The dipeptide repeat having an R-β-Caa and an R-Ama thus provides a “new motif” to realize a 12/10-mixed helix, for the first time, in oligomers containing R-Ama. To ...