Strained-Cyclophane-Induced beta -Turn Template: Design, Synthesis, and Spectroscopic Characterization
Three tetrapeptides incorporating a 14-membered (Ri+1, Si+2) cycloisodityrosine at the i + 1 and i + 2 positions were designed and synthesized. Conformational anal. by 1H NMR and CD spectra as well as mol. modeling indicated that they all adopt a beta -turn conformation. While the CD spectrum of peptide I is characteristic of the typical type-II beta -turn (max. at .apprx.200 nm and a min. at .apprx.220 nm), that of peptide II (atropisomer of I) is opposite in sign to the expected spectrum of the type-II beta -turn. [on SciFinder (R)]
Cite this item
Cristau, P., Martin, M.-T., Dau, M.-E. T. H., Vors, J.-P., & Zhu, J. (2004). Strained-Cyclophane-Induced beta -Turn Template: Design, Synthesis, and Spectroscopic Characterization. Organic Letters, 6(18), 3183–3186. https://doi.org/10.1021/ol0488439
Click Copy to copy the citation, or select the text manually.
2004
6
18
3183
3186
CAN 141:314608
34-3
Amino Acids, Peptides, and Proteins
Institut de Chimie des Substances Naturelles,CNRS,Gif-sur-Yvette,Fr.
Journal
written in English.
765949-94-8P; 765949-97-1P; 765950-28-5P Role: PRP (Properties), SPN (Synthetic preparation), PREP (Preparation) (prepn. and conformation anal. of cycloisodityrosine-based tetrapeptides as strained cyclophane-induced beta -turn templates); 616-34-2 (Methyl glycinate); 13139-15-6; 16937-99-8; 203311-03-9 Role: RCT (Reactant), RACT (Reactant or reagent) (prepn. and conformation anal. of cycloisodityrosine-based tetrapeptides as strained cyclophane-induced beta -turn templates); 765950-29-6P; 765950-38-7P; 765950-39-8P; 765950-40-1P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and conformation anal. of cycloisodityrosine-based tetrapeptides as strained cyclophane-induced beta -turn templates)
REVIEWED
OTHER