High-resolution electrospray mass spectra of hexaethylene glycol connected biotinylated HNK-1 antigenic trisaccharide molecular probe and its non-sulfated analogue. (19th November 2015)

• Record Type: Journal Article
• Authors: Chizhov, Alexander O.; Sukhova, Elena V.; Khatuntseva, Elena A.; Tsvetkov, Yury E.; Gening, Marina L.; Nifantiev, Nikolay E.
• Is Part Of: Carbohydrate research. Volume 417(2015)
• Page Start: 15
• Page End: 18
• Publication Date: 2015-11-19
• Subjects: Electrospray -- Collisionally-induced dissociation (CID) -- Molecular probes -- Hexaethylene glycol (HEG) -- Spacer -- HNK-1 antigen; Carbohydrates -- Periodicals; Chemistry, Organic -- Periodicals; Biochemistry -- Periodicals; Carbohydrates -- Periodicals; Chimie organique -- Périodiques; Glucides -- Périodiques; Biochemistry; Carbohydrates; Chemistry, Organic; Periodicals; Electronic journals; 507.78
• DOI: 10.1016/j.carres.2015.08.012
• Languages: English
• ISSNs: 0008-6215

Abstract

Highlights: HRMS/MS were described for biotinylated hexaethylene glycol-linked molecular probes. A new cleavage was found for aglycone at HEG chain distant from the biotin fragment. No smaller ions having the difference C2 H4 O from the above were observed. Graphical abstract: Abstract: High-resolution electrospray mass spectra in positive and negative ion modes (MS and MS/MS) were measured and described for biotinylated hexaethylene glycol (HEG) connected molecular probes bearing HNK-1 (abbreviation of human natural killer cell-1 epitope) antigenic trisaccharide (1 ) and its non-sulfated analogue (2 ). For molecular probe2, in its CID MS/MS of [M+2Na] 2+, unexpected peak at m / z 530.2475 [C22 H41 N3 O8 SNa] + was observed and attributed to the fragmentation of the aglycone at the end of the HEG chain distant from the biotin fragment. No homologous ions having the difference C2 H4 O smaller than that one were observed. The same cleavage was revealed in negative ion spectra. A similar fragmentation was found for other non-sulfated, biotinylated HEG-spacered molecular probes thus demonstrates this type of fragmentation characteristic for such glycosides.