Study On Chiral Recognition Mechanism Of Polysaccharide Derivatives Based On Molecular Simulation

In recent decades,Polysaccharide-based chiral stationary phases(CSPs)for high-performance liquid chromatography(HPLC),especially phenylcarbamate derivatives of cellulose,are well-known to exhibit excellent chiral recognitions.However,The chiral recognition abilities of these derivatives are still obsure.Against the background,this paper attempts by computer simulation polysaccharide chiral stationary phase chiral recognition process,to identify the mechanism of chiral stationary phases,and conducted in-depth exploration of chiral recognition mechanism was..Polysaccharide derivatives were prepared by classical esterification,then their structures were characterized by fourier transform infrared(FT-IR)and nuclear magnetic resonance(~1H NMR).The coating ratios of CSPs were analyzed by thermogravimetry analysis(TGA).The CSPs based on the obtained cellulose derivatives were prepared after coating on the aminopropyl silica gel,and the chiral columns were prepared by slurry method for HPLC.Then,based on molecular mechanics and molecular dynamics of polysaccharide derivative molecules simulated annealing,Material Studios calculation software is applied in order to determine the derivative optimized conformations.Then IR and X-ray diffraction(XRD)techniques for interaction between derivatives and chiral compounds identified to characterize and simulate the interaction between the energy derivative enantiomers by molecular dynamics,ultimately,its advantages conformation.And the use of HPLC Chiral results validate the simulation results analysis,to further explore the mechanism of chiral recognition polysaccharide phenylcarbamate derivatives..The results showed that the amylose derivatives having left-handed helix and 4/3 3/2helical structure having left a cellulose derivative having a relatively regular structure,the side chain forming the main chain chiral helical groove.Compared with amylose,cellulose 2,3 and 6 on the side chain of the side chain can form a more regular chiral helical groove.Compared with the pillar outer helical hydrophobic aromatic group,polar carbamate groups are in its interior,which means that polar enantiomer chiral tend to enter the spiral groove,and urethane groups groups form hydrogen bonds.The results predicted by molecular dynamics HPLC elution order and consistent split.Analysis of molecular dynamics trajectories file for optimal conformation found enantiomers and polysaccharide derivatives in a variety of stability,ranging from the presence of chiral groove synergistic interaction is an important cause of chiral recognition.