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Mass spectral analysis of substituted pteridines and their reduced analogs
Author(s) -
Williams V. P.,
Ayling J. E.
Publication year - 1973
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570100526
Subject(s) - chemistry , mass spectrometry , trimethylsilyl , stereochemistry , amino acid , phenylalanine , fragmentation (computing) , organic chemistry , chromatography , biochemistry , computer science , operating system
The reduced forms of substituted pteridines exhibit cofactor and inhibitory properties with the enzyme, phenylalanine hydroxylase (Ayling, et al., Biochemistry , 12 , 2045 (1973)). Mass spectrometry has been used as a method for structure confirmation and to determine the state of purity and the extent of reduction. The structural analysis was facilitated by the use of several homologous classes of compounds. Reduced pteridines have not previously been analyzed by mass spectrometry and only a limited amount of data, much of which was from trimethylsilyl or acetyl derivatives, has been published on the mass spectral analysis of the non‐reduced compounds. Detailed mass spectral fragmentation modes are presented for the reduced and non‐reduced forms of the following compounds: 4‐aminopteridine, 4(3 H )pteridinone, 6,7‐dimethyl‐4(3 H )pteridinone, 2,4‐diamino‐6,7‐dimethylpteridine, 6,7‐dimethyl‐2,4(1 H ,3 H )pteridinedione, 2‐amino‐4(3 H )pteridinone, 2‐amino‐6,7‐dimethyl‐4(3 H )pteridinone, 2‐amino‐6‐( L ‐erythro‐1,2‐dihydroxypropyl)‐4(3 H )pteridinone, 2‐amino‐4,6(3 H ,5 H )pteridinedione, 2‐amino‐7‐methyl‐4,6(3 H ,5 H )pteridinedione, 2‐amino‐4,7(3 H , 8 H)pteridinedione, 2‐amino‐6‐methyl‐4,7(3 H ,8 H )pteridinedione.