Solid-Phase Synthesis of Artificial β-Sheets

Autor:	Eric M. Smith, Darren L. Holmes, James S. Nowick
Rok vydání:	1997
Předmět:	chemistry.chemical_classification Peptidomimetic Chemistry Hydrogen bond Beta sheet Peptide General Chemistry Biochemistry Combinatorial chemistry Catalysis Merrifield resin chemistry.chemical_compound Colloid and Surface Chemistry Solid-phase synthesis Template
Zdroj:	Journal of the American Chemical Society. 119:7665-7669
ISSN:	1520-5126 0002-7863
DOI:	10.1021/ja9710971
Popis:	This paper describes the solid-phase syntheses of artificial β-sheets 1−4, which mimic the structure and hydrogen-bonding patterns of protein β-sheets. In these compounds, molecular templates induce β-sheet structures in attached peptide strands. The templates consist of di- and triurea derivatives, which hold peptide and peptidomimetic strands in proximity, and β-strand mimics, which hydrogen bond to the peptide strands. The syntheses involve constructing the “lower” peptide strand on Merrifield resin, attaching the di- or triamine portions of the di- or triurea templates, connecting the “upper” peptide and peptidomimetic strands, and cleaving the resulting artificial β-sheets from the resin. The artificial β-sheets were prepared in 8−13 steps from leucine Merrifield in 33−67% overall yield.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::2458e1522c205988b2a82d2872c96769 https://doi.org/10.1021/ja9710971 Zobrazit plný text záznamu