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Isolation and Structure of a New Ganglioside Molecular Species
Author(s) -
Inagaki Masanori,
Isobe Ryuichi,
Higuchi Ryuichi
Publication year - 1999
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199904)1999:4<771::aid-ejoc771>3.0.co;2-j
Subject(s) - chemistry , moiety , ganglioside , ceramide , stereochemistry , chemical structure , biochemistry , organic chemistry , apoptosis
A ganglioside molecular species [LLG‐3 ( 1 )] has been obtained from the water‐soluble lipid fraction of the CHCl 3 /MeOH extract of the starfish Linckia laevigata . On the basis of chemical and spectroscopic findings, the structure of 1 has been elucidated. Negative‐ion FABMS provided important information concerning both the structure of the sugar moiety and the molecular mass of the ganglioside. On the other hand, positive‐ion FABMS/MS of [M + Na] + ions obtained in the positive‐ion FABMS of the ceramide lactoside ( 4 ) derived from 1 indicated the structure of the fatty acid chain of the ceramide moiety. 1 represents a new ganglioside molecular species possessing a 2→11‐linked tandem‐type disialosyl moiety.