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Chemical ionization mass spectrometry of the tumor promoter related 4aα‐phorbol esters
Author(s) -
Solomon Jerome J.,
Van Duuren Benjamin L.,
Tseng ShinShyong
Publication year - 1978
Publication title -
biomedical mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0306-042X
DOI - 10.1002/bms.1200050212
Subject(s) - mass spectrometry , chemical ionization , chemistry , ionization , phorbol ester , analytical chemistry (journal) , chromatography , biochemistry , organic chemistry , protein kinase c , enzyme , ion
The isobutane chemical ionization mass spectra of a series of 4aα‐phorbol esters have been determined. Phorbol myristate acetate, a diester of phorbol, is the most potent known tumor promoter in mouse skin carcinogenesis. Several esters of the stereoisomer of phorbol have been synthesized to study the effect of structure and stereochemistry on tumor promotion. Conventional electron impact mass spectra of these esters gave little or no molecular weight information due to their low volatility, tendency to dehydrate and complex fragmentation to peaks in the low mass end of the spectrum. Isobutane chemical ionization mass spectrometry greatly enhanced the molecular ion region and through functional group selectivity established the identity of the various substituted esters.