Cryogenic Infrared Spectroscopy Reveals Structural
Modularity in the Vibrational Fingerprints of Heparan Sulfate Diastereomers
Posted on 2020-07-21 - 16:13
Heparan
sulfate and heparin are highly acidic polysaccharides with
a linear sequence, consisting of alternating glucosamine and hexuronic
acid building blocks. The identity of hexuronic acid units shows a
variability along their sequence, as d-glucuronic acid and
its C5 epimer, l-iduronic acid, can both
occur. The resulting backbone diversity represents a major challenge
for an unambiguous structural assignment by mass spectrometry-based
techniques. Here, we employ cryogenic infrared spectroscopy on mass-selected
ions to overcome this challenge and distinguish isomeric heparan sulfate
tetrasaccharides that differ only in the configuration of their hexuronic
acid building blocks. High-resolution infrared spectra of a systematic
set of synthetic heparan sulfate stereoisomers were recorded in the
fingerprint region from 1000 to 1800 cm–1. The experiments
reveal a characteristic combination of spectral features for each
of the four diastereomers studied and imply structural modularity
in the vibrational fingerprints. Strong spectrum-structure correlations
were found and rationalized by state-of-the-art quantum chemical calculations.
The findings demonstrate the potential of cryogenic infrared spectroscopy
to extend the mass spectrometry-based toolkit for the sequencing of
heparan sulfate and structurally related biomolecules.
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Lettow, Maike; Grabarics, Márkó; Greis, Kim; Mucha, Eike; Thomas, Daniel A.; Chopra, Pradeep; et al. (2020). Cryogenic Infrared Spectroscopy Reveals Structural
Modularity in the Vibrational Fingerprints of Heparan Sulfate Diastereomers. ACS Publications. Collection. https://doi.org/10.1021/acs.analchem.0c02048