Premium
Aliphatic chain–sugar interactions under electron impact. The loss of methanol from acylated methyl glycopyranosides
Author(s) -
Puzo G.,
Tichadou J. L.,
Prome J. C.
Publication year - 1978
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210130112
Subject(s) - chemistry , glycosidic bond , methanol , hydrogen atom , fragmentation (computing) , molecule , sugar , methyl group , oxygen atom , hydrogen , electron transfer , hydrogen bond , carbon chain , organic chemistry , medicinal chemistry , group (periodic table) , computer science , enzyme , operating system
Under electron impact, long chain acylated methyl glucopyranoside derivatives lose a methanol molecule from the molecular ion. The hydrogen atom which is transferred arises from the aliphatic chain. This reaction is important when the aliphatic chain contains four or more carbon atoms. The results may be explained by a two‐step hydrogen transfer: hydrogen transfer to the oxygen carbonyl of the ester group, and then to the methoxy glycosidic group prior to fragmentation.