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Beilstein J. Org. Chem. 2012, 8, 1161–1171, doi:10.3762/bjoc.8.129
Graphical Abstract
Figure 1: List of primary structures and abbreviations for the peptides studied in this work. The [Leu11-OMe]...
Scheme 1: Synthesis of ψ[CS-NH]2. 1: Coupling in the presence of EDC/HOBt. 2: Deprotection by using TFA/DCM. ...
Scheme 2: Synthesis of ψ[CS-NH]5. 1: Coupling in the presence of EDC/HOBt. 2: Deprotection by using TFA/DCM. ...
Scheme 3: Synthesis of ψ[CS-NH]9. 1: Deprotection by catalytic hydrogenation with Pd/C. 2: Coupling with n-Oc...
Figure 2: RP-HPLC profiles obtained for [Leu11-OMe] trichogin GA IV (tric-OMe) and its ψ[CS-NH]2, ψ[CS-NH]5, ...
Figure 3: Far-UV (panel I) and near-UV (panel II) CD spectra of [Leu11-OMe] trichogin GA IV (tric-OMe) and it...
Figure 4: FT-IR absorption spectra (3550–3200 cm−1 region) in CDCl3 solution of [Leu11-OMe] trichogin GA IV (...
Figure 5: Region of the amide NH protons in the H/H-ROESY spectrum of ψ[CS-NH]9 (400 MHz, 1 mM in CD3CN solut...
Figure 6: Fingerprint region of the H/H-ROESY spectrum of ψ[CS-NH]9 (400 MHz, 1 mM in CD3CN solution, 298 K)....
Figure 7: Fingerprint region of the H/H-ROESY spectrum of ψ[CS-NH]9 (400 MHz, 1 mM in CD3CN solution, 298 K)....
Figure 8: Ribbon representation of the lowest energy (138.7 kcal/mol) 3D structure obtained for ψ[CS-NH]9. Al...