Low-energy collision-induced dissociation of B1-type sugar ions formed from peracetylated methyl pentosides and methyl 6-deoxyhexosides
✍ Scribed by Vouros, P.; Müller, D. R.; Richter, W. J.
- Publisher
- John Wiley and Sons
- Year
- 1999
- Tongue
- English
- Weight
- 408 KB
- Volume
- 34
- Category
- Article
- ISSN
- 1076-5174
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✦ Synopsis
Low-energy collision-induced dissociation (CID) was explored for the purpose of di †erentiating between isomeric pertrideuteroacetylated aldopentosides, 6-deoxyaldohexosides and their respective furanosidic and pyranosidic analogues. The 1-O-methylated derivatives were analyzed by gas chromatography/chemical ionization tandem (CH 4 ) mass spectrometry.
ions (formally C(1) carbenium ions), which are expected to reÑect the core structure of the B 1 parent sugar and which were produced by the elimination of methanol from the protonated glycoside derivatives, were used as precursor ions to obtain the corresponding CID spectra. In general, strong similarities which impede an unequivocal di †erentiation of the individual constituents were found in the spectral patterns of the di †erent isomeric pairs. However, examination of the pseudo-breakdown behavior of the ions over the range 5-35 eV B 1 revealed improved distinction windows which provide for a fuller di †erentiating capability between Ðve-and sixmembered ring isomers including even the most problematic ribose derivatives. The reliability of the analyses is enhanced by the high reproducibility (s AE 10% ) of these ratios. The considerable similarity between the tandem mass spectra of certain furanosidic and pyranosidic ions is highly suggestive of a partial loss of structural B 1 integrity, mainly due to ring contraction, which occurs to di †erent extents in the di †erent isomers.