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Reaction of 5,6,7,8‐Tetrahydropterin with Iron(III) Acetylacetonate. Detection of Radical Cations by Electrospray Ionization Mass Spectrometry
Author(s) -
Schäfer Andrea,
Hesse Manfred,
Viscontini Max,
Paul Henning,
Fischer Berthold
Publication year - 1995
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19950780710
Subject(s) - chemistry , electrospray ionization , mass spectrometry , extractive electrospray ionization , ionization , electrospray , electrospray mass spectrometry , analytical chemistry (journal) , chromatography , ion , sample preparation in mass spectrometry , organic chemistry
The experimental conditions developed for the detection of rather stable radical cations in solution by electrospray‐ionization mass spectrometry (ESI‐MS) of a Fe II complex of 2‐amino‐5,6,7,8‐tetrahydro‐5‐methylpteridin‐4 (3 H )‐one ( 1c ) are used to observe the formation of the more unstable radical cations formed from 2‐amino‐5,6,7,8‐tetrahydropteridin‐4(3 H )‐one ( 1a ) and tris(pentane‐2,4‐dionato)iron(III) ([Fe III (acac) 3 ]; 4 ) and to monitor their oxidation to the corresponding p ‐quinonoid dihydropterin complexes. These results contribute to the understanding of the important role played by 6β‐5,6,7,8‐tetrahydro‐ L ‐biopterin ( 1b ; a homologue of 1a ) together with iron as constituent of some cofactors. The complexes obtained from 1a and iron may be considered, e.g. as a model of the cofactor of the phenylalanine hydroxylase. Moreover, we describe an improved synthesis of 1c .