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ARS Home » Midwest Area » Peoria, Illinois » National Center for Agricultural Utilization Research » Mycotoxin Prevention and Applied Microbiology Research » Research » Publications at this Location » Publication #359202
Research Project: Improved Analytical Technologies for Detection of Foodborne Toxins and Their Metabolites

Location: Mycotoxin Prevention and Applied Microbiology Research

Title: Comprehensive theoretical investigation of alternariol and alternariol monomethyl ether

Author
item TU, YI-SHU - Ministry Of Science And Technology
item TSENG, YUFENG - National Taiwan University
item Appell, Michael

Submitted to: Meeting Abstract
Publication Type: Abstract Only
Publication Acceptance Date: 4/4/2019
Publication Date: 4/4/2019
Citation: Tu, Y.-S., Tseng, Y.J., Appell, M. 2019. Comprehensive theoretical investigation of alternariol and alternariol monomethyl ether [abstract].

Interpretive Summary:

Technical Abstract: Alternariol and its monomethyl ether are mycotoxins produced by the fungi within the Alternaria genus. We applied Becke 3-parameter Lee-Yang-Parr (B3LYP) density functional theory (DFT) methods to study alternariol conformations, tautomers, anionic forms, and methylated derivatives to gain insight into the properties related to detection. Properties obtained include energetic and thermodynamic properties, orbital distributions, vibrational modes, infrared and Raman spectra, and quantum molecular dynamics simulation. The energy differences of geometry optimized conformers of alternariol are within 5.2 kJ/mol. However, the energies of other tautomers of alternariol are 130-180 kJ/mol higher than the most stable tautomer, and the orbital distributions are unique to each tautomer. Also, the distribution of molecular orbitals and electronic potentials are influenced by the type of anionic form and site of methylation. These results suggest that solution conditions that change the hydroxyl groups of alternariol and its analogs can influence detection properties and accuracy.