Synthesis and 19F spectra of tetra-L-alanine analogs containing selectively incorporated 3-fluoro-L-alanine residues.
The synthesis of analogs of tetra-L-alanine containing 3-fluoro-L-alanine selectively incorporated at each position is described. The standard procedures in the literature used to couple L-alanine peptides together were often found to lead to undesired products, or elimination reactions when corresponding 3-fluoro-L-alanine peptide analogs were used. Several modified procedures have thus been developed for the synthesis of fluorine-substituted analogs. In addition, the pH-dependence of 19F n.m.r. spectra of 3-fluoro-L-alanine and the tetrapeptide analogs is presented.
D000409:Alanine / Q000031:analogs & derivatives*; D000936:Antigen-Antibody Complex; D005461:Fluorine; D007106:Immune Sera; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D009842:Oligopeptides / Q000138:chemical synthesis*; D010455:Peptides; D013329:Structure-Activity Relationship
D000936:Antigen-Antibody Complex; D007106:Immune Sera; D007202:Indicators and Reagents; D009842:Oligopeptides; D010455:Peptides; C019529:polyalanine; D005461:Fluorine; C007742:3-fluoroalanine; C026593:alanyl-alanyl-alanyl-alanine; D000409:Alanine