Structural analysis of β-turn mimics containing a substituted 6-aminocaproic acid linker

O. Kitagawa, Osamu Kitagawa, D. Dutta, M. Morton, F. Takusagawa, J. Aube

研究成果: Article

41 引用 (Scopus)

抜粋

A series of β-turn models have been prepared consisting of the dipeptide Ala-Gly cyclized with all stereoisomers of 6-amino-3,5-dimethylcaproic acid and 6-amino-3-methylcaproic acid, as were related peptides based on Gly-Gly and Ala-Ala. The requisite linkers were made using routes featuring stereoselective ring-expansion reactions and the syntheses completed using standard methodology. A preliminary examination of these compounds has been carried out using NMR spectroscopy, circular dichroism, and, in several cases, X-ray crystallography. These studies indicate that, depending on linker stereochemistry, different proportions of type II and type I turns were observed in solution. Both type I and type II turns were observed in the solid state.

元の言語English
ページ(範囲)5169-5178
ページ数10
ジャーナルJournal of the American Chemical Society
117
発行部数19
DOI
出版物ステータスPublished - 1995
外部発表Yes

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ASJC Scopus subject areas

  • Chemistry(all)

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