1H NMR spectra of diastereomeric aromatic dipeptides (Phe-Phe) in aqueous solution

✍ Scribed by Yen-Ho Chu; Kung-Tsung Wang

• Book ID: 102526920
• Publisher: John Wiley and Sons
• Year: 1985
• Tongue: English
• Weight: 332 KB
• Volume: 23
• Category: Article
• ISSN: 0749-1581
• DOI: 10.1002/mrc.1260230609

✦ Synopsis

The 'H NMR chemical shifts and spin-spin coupling constants of phenylalanylphenylalanine (Phc-Phe) dipeptide diastereomers have been completely analysed at 100 MHz. Assignment of the observed signals to individual residue protons is proposed, based on characteristic shifts and standard double resonance experiments. The rotamer populations have also been determined. The spectra of the aromatic regions of the dipeptidyl diastereomers, L-Phe-L-Phe and L-Phe-D-Phe, are very different at pH 1.95 in DzO but similar at pH 9.15 in CD3CN-D20 (34:66). These results are correlated with the retention behaviour on a CIS reversed-phase HPLC column.