期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 10, 期 7, 页码 1607-1615出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200305571
关键词
beta-peptides; electrostatic interactions; helical structures; NMR spectroscopy; salt bridges
Two different strategies have been employed for the synthesis of Fmoc-protected beta(3)-homoarginine; the Arndt-Eistert homologation of alpha-arginine and the guanidinylation of beta(3)-homoornithine. Solid-phase beta-peptide synthesis was used for the preparation of beta-heptapeptide 1, which was de- signed to form a helix stabilized by electrostatic interactions through positively (beta(3)hArg) and negatively charged (beta(3)hGlu) amino acid residues. CD measurements and corresponding NMR investigations in MeOH and aqueous solutions do indeed show that the beta-peptidic 3(14)-helix can be stabilized by salt-bridge formation.
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