title: New mathematic model for predicting chiral separation using molecular docking: mechanism of chiral recognition of triadimenol analogues.
abstract: The purpose of this paper was to study the enantioseparation mechanism of triadimenol compounds by carboxymethylated (CM)-beta-CD mediated CE. All the enantiomers were separated under the same experimental conditions to study the chiral recognition mechanism using a 30 mM sodium dihydrogen phosphate buffer at pH 2.2 adjusted by phosphoric acid. The inclusion courses between CM-beta-CD and enantiomers were investigated by the means of molecular docking technique. It was found that there were at least three points (one hydrophobic bond and two hydrogen bonds) involved in the interaction of each enantiomer with the chiral selectors. A new mathematic model has been built up based on the results of molecular mechanics calculations, which could analyze the relationship between the resolution of enantioseparation and the interaction energy in the docking area. Comparing the results of the separation by CE, the established mathematic model demonstrated good capability to predict chiral separation of triadimenol enantiomers using CM-beta-CD mediated CE.
authors: Department of Pharmacy, Eastern Hepatobiliary Surgery Hospital, Second Military Medical University, Shanghai, China.
authors: Guoqing
authors: G
authors: Zhang
authors: Qingyan
authors: Q
authors: Sun
authors: Ying
authors: Y
authors: Hou
authors: Zhanying
authors: Z
authors: Hong
authors: Jun
authors: J
authors: Zhang
authors: Liang
authors: L
authors: Zhao
authors: Hai
authors: H
authors: Zhang
authors: Yifeng
authors: Y
authors: Chai
mesh_terms: D003198:Computer Simulation; D006860:Hydrogen Bonding; D057927:Hydrophobic and Hydrophilic Interactions; D008956:Models, Chemical; D015394:Molecular Structure; D015203:Reproducibility of Results; D013237:Stereoisomerism; D014230:Triazoles / Q000302:isolation & purification*
chemical_list: D014230:Triazoles; C032910:triadimefon