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Massenspektrometrische Identifizierung und Synthese isomerer und homologer Spermidin‐ und Spermin‐Derivate. 25. Mitteilung über das massenspektrometrische Verhalten von Stickstoffverbindungen . 161. Mitteilung über Alkaloide
Author(s) -
Guggisberg Armin,
Gray Robert W.,
Hesse Manfred
Publication year - 1977
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.19770600114
Subject(s) - chemistry , mass spectrum , nitrogen atom , spermine , methylene , medicinal chemistry , nitrogen , spermidine , stereochemistry , ion , organic chemistry , group (periodic table) , enzyme
Synthesis of isomeric and homologous spermidine and spermine derivatives and their identification by mass spectrometry. The structure of homologous and isomeric spermidines and spermines follows from mass‐spectroscopical analysis of their peracetyl (see text, footnote 3) (Table 1) or tosyl‐acetyl (Table 2) derivatives. In the case of the peracetyl compounds, triads of peaks are recorded which, according to the number of methylene groups between the nitrogen atoms, show mass numbers characteristic for each of the substances ( Scheme 1 , ions b , d , e and c ). On the basis of cyclic ions of type f (Scheme 2) , occurring in the mass spectra of N ‐acetyl derivatives, tosylated on a secondary amino nitrogen atom, deductions can be drawn as to the number of methylene groups between neighbouring tosylated and acetylated nitrogen atoms in these compounds.