We have synthesized, by solution methods, and fully characterized a variety of (alpha-Me)Phe derivatives and model peptides (to the pentapeptide level). The results of the solution conformational analysis, performed by using infrared absorption and H-1 nuclear magnetic resonance, support the view that the (alpha-Me)Phe residue is a stronger beta-turn and helix promoter than the unmethylated Phe analog. A comparison is also made with the conclusions extracted from published work on peptides rich in other C(alpha)-alkylglycyl residues.
Synthesis, Characterization, and Solution Conformational-analysis of C-alpha-methylglycine, C-alpha-benzylglycine [(alpha-me)phe] Model Peptides
TONIOLO, CLAUDIO;FORMAGGIO, FERNANDO;
1992
Abstract
We have synthesized, by solution methods, and fully characterized a variety of (alpha-Me)Phe derivatives and model peptides (to the pentapeptide level). The results of the solution conformational analysis, performed by using infrared absorption and H-1 nuclear magnetic resonance, support the view that the (alpha-Me)Phe residue is a stronger beta-turn and helix promoter than the unmethylated Phe analog. A comparison is also made with the conclusions extracted from published work on peptides rich in other C(alpha)-alkylglycyl residues.File in questo prodotto:
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