Gas-Phase Fragmentation Studies of Biotinylated, Hexaethylene Glycol–Spacered Oligosaccharides—Molecular Probes—Using Electrospray Mass Spectrometry on a Hybrid High-Resolution Mass Spectrometer

A. O. Chizhov; D. A. Argunov; M. L. Gening; E. V. Sukhova; E. A. Khatuntseva; A. A. Karelin; B. S. Komarova; M. V. Orekhova; V. B. Krylov; D. V. Yasunskii; Yu. E. Tsvetkov; N. E. Nifantiev

doi:10.1134/S1061934817130044

Gas-Phase Fragmentation Studies of Biotinylated, Hexaethylene Glycol–Spacered Oligosaccharides—Molecular Probes—Using Electrospray Mass Spectrometry on a Hybrid High-Resolution Mass Spectrometer

作者: Chizhov A.¹, Argunov D.¹, Gening M.¹, Sukhova E.¹, Khatuntseva E.¹, Karelin A.¹, Komarova B.¹, Orekhova M.¹, Krylov V.¹, Yasunskii D.¹, Tsvetkov Y.¹, Nifantiev N.¹
隶属关系:
1. Zelinsky Institute of Organic Chemistry
期: 卷 72, 编号 13 (2017)
页面: 1312-1321
栏目: Articles
URL: https://journals.rcsi.science/1061-9348/article/view/182717
DOI: https://doi.org/10.1134/S1061934817130044
ID: 182717

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The electrospray ionization high-resolution mass spectra of biotinylated hexaethylene glycol–spacered molecular probes bearing biologically relevant carbohydrate moieties in positive and negative modes were recorded and interpreted. Collisionally induced decay mass spectra (positive mode) revealed different patterns depending on the charge of the parent ion, attached cations (or ions), the composition, and the sequence of carbohydrate fragments. The most intense peaks (two series) originated from the sequential cleavage of glycoside bonds resulting in charge location on the reducing end (Y series observed for all of the test compounds) or nonreducing end (B series). Hexaethylene glycol chain fragmentation giving rise to the cleavage of the C–O bond remote from the biotin moiety was observed. Other fragment ions lighter than the above by a difference of (C₂H₄O)_n were absent or much smaller. Similar fragmentation was found for all of the nonsulfated biotinylated glycosides with the hexaethylene glycol spacer thus demonstrating that this type of fragmentation was characteristic of such molecular probes. Similar cleavages along with biotin moiety decay via the elimination of H₂S and H₂CS were observed for negative ions in the collisionally induced decay mass spectra of sulfated and neutral molecular probes.

关键词

biotinylated hexaethylene glycol–spacered oligosaccharides, molecular probes, mass spectrometry, high resolution, electrospray/ionization, tandem mass spectra, fragmentation

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Gas-Phase Fragmentation Studies of Biotinylated, Hexaethylene Glycol–Spacered Oligosaccharides—Molecular Probes—Using Electrospray Mass Spectrometry on a Hybrid High-Resolution Mass Spectrometer

全文:

详细

关键词

作者简介

A. Chizhov

D. Argunov

M. Gening

E. Sukhova

E. Khatuntseva

A. Karelin

B. Komarova

M. Orekhova

V. Krylov

D. Yasunskii

Yu. Tsvetkov

N. Nifantiev