Analysis by fast atom bombardment mass spectrometry of 4,4-dicarboxy-5-(pyridoxyl-5′-phosphate)-proline, of 4-carboxy-5-(pyridoxyl-5′-phosphate)-proline and 4,4-dicarboxy-5-pyridoxylproline

✍ Scribed by R. Capasso; P. Pucci; G. Randazzo; A. Ritieni; A. Malorni

• Publisher: John Wiley and Sons
• Year: 1989
• Tongue: English
• Weight: 328 KB
• Volume: 18
• Category: Article
• ISSN: 1076-5174
• DOI: 10.1002/bms.1200181107

✦ Synopsis

y-Carboxyglutamic acid (Gla) reacts easily and quantitatively with piridoxal-5'-phosphate in H,O at room temperature, to give the 4,4dicarboxy-5-(pyridoxyl-5'-phospbate)-proline (1). This product has been characterized by fast atom bombardment (FAB) mass spectrometry, including the B/E linked scan technique, ultraviolet and 'H nuclear magnetic resonance (NMR) analysis. In order to support further on the structure of 1, the 4monodecarboxyderivative (Z), obtained by heating compound 1 at 100°C for 30 min and the Sdepbosphoderivative (3), obtained by enzymatic hydrolysis of 1 with alkaline phosphatase, were also analysed by FAB and 'H NMR techniques. FAB was shown to be the only adequate ionization technique to deal with such thermolabile and non-volatile compounds and could provide an elegant and fast method to detect Gla in biological matrices.