Hydrogen-bonding interactions in T-2 toxin studies using solution and solid-state NMR
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Date
2011
Authors
Chaudhary, Praveen
Shank, Roxanne A.
Montina, Tony
Goettel, James T.
Foroud, Nora Afsaneh
Hazendonk, Paul
Eudes, François
Journal Title
Journal ISSN
Volume Title
Publisher
M D P I A G
Abstract
The structure of T-2 toxin in the solid-state is limited to X-ray crystallographic
studies, which lack sufficient resolution to provide direct evidence for hydrogen-bonding
interactions. Furthermore, its solution-structure, despite extensive Nuclear Magnetic
Resonance (NMR) studies, has provided little insight into its hydrogen-bonding behavior,
thus far. Hydrogen-bonding interactions are often an important part of biological activity.
In order to study these interactions, the structure of T-2 toxin was compared in both the
solution- and solid-state using NMR Spectroscopy. It was determined that the solution- and
solid-state structure differ dramatically, as indicated by differences in their carbon
chemical shifts, these observations are further supported by solution proton spectral
parameters and exchange behavior. The slow chemical exchange process and
cross-relaxation dynamics with water observed between the hydroxyl hydrogen on C-3 and
water supports the existence of a preferential hydrogen bonding interaction on the opposite
side of the molecule from the epoxide ring, which is known to be essential for
trichothecene toxicity. This result implies that these hydrogen-bonding interactions could
play an important role in the biological function of T-2 toxin and posits towards a possible interaction for the trichothecene class of toxins and the ribosome. These findings clearly
illustrate the importance of utilizing solid-state NMR for the study of biological
compounds, and suggest that a more detailed study of this whole class of toxins, namely
trichothecenes, should be pursued using this methodology.
Description
Open access
Keywords
T-2 toxin , Trichothecene , NMR , Hydrogen-bonding , Ribosome , Toxin , Epoxide , Water bridging , Deuterium exchange , Chemical exchange
Citation
Chaudhary, P., Shank, Roxanne A., Montina, T., Goettel, J.T., Foroud, N.A., Hazendonk, P., & Eudes, F. (2011). Hydrogen-bonding interactions in T-2 toxin studied using solution and solid-state NMR. Toxins, 3, 1310-1331. doi:10.3390/toxins3101310