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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
Author(s) -
Strickmann Dirk B.,
Küng Angelika,
Keppler Bernhard K.
Publication year - 2002
Publication title -
electrophoresis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.666
H-Index - 158
eISSN - 1522-2683
pISSN - 0173-0835
DOI - 10.1002/1522-2683(200201)23:1<74::aid-elps74>3.0.co;2-f
Subject(s) - methionine , chemistry , electrospray ionization , mass spectrometry , capillary electrophoresis , adduct , oxaliplatin , platinum , amino acid , chromatography , biochemistry , organic chemistry , biology , colorectal cancer , cancer , genetics , catalysis
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.