Application of capillary electrophoresis-mass spectrometry for the investigation of the binding behavior of oxaliplatin to 5’-GMP in the presence of the sulfur-containing amino acid L-methionine

✍ Scribed by Dirk B. Strickmann; Angelika Küng; Bernhard K. Keppler

• Book ID: 102681401
• Publisher: John Wiley and Sons
• Year: 2002
• Tongue: English
• Weight: 568 KB
• Volume: 23
• Category: Article
• ISSN: 0173-0835
• DOI: 10.1002/1522-2683(200201)23:1<74::aid-elps74>3.0.co;2-f

✦ Synopsis

Capillary electrophoresis-electrospray ionization-mass spectrometry (CE-ESI-MS) has been used for investigating the influence of the sulfur containing amino acid L-methionine (L-Met) on the binding behavior of oxaliplatin (trans-R,R-diaminocyclohexane-(oxalato)platinum(II)) to 5'-GMP. L-Methionine competes with 5'-GMP for the platinum binding site and forms as well as 5'-GMP adducts with oxaliplatin. The formation of the prognosed complexes [Pt(DACH)(L-Met-S,N)]+ and [Pt(DACH)(5'-GMP)2]2- (DACH = 1,2-diaminocyclohexane) could be proved directly by using CE-ESI-MS. Furthermore, we could now bring forward proofs, that the coordination of 5'-GMP with oxaliplatin is inhibited by L-methionine and could show, that the 5'-GMP ligands of the [Pt(DACH) (5'-GMP)2]2- complex can be replaced slowly by L-methionine whereas methionine can not be replaced by GMP.