Use of cyclodextrin-modified gold nanoparticles for enantioseparations of drugs and amino acids based on pseudostationary phase-capillary electrochromatography.
The application of chemical-modified gold nanoparticles (GNPs) as chiral selector for the enantioseparation based on pseudostationary phase-CEC (PSP-CEC) is presented. GNPs modified by thiolated beta-CD were characterized by NMR and FT-IR. The nanoparticle size was determined to be of 9.5 nm (+2.5 nm) by Transmission Electron Microscopy (TEM) and UV spectra. Four pairs of dinitrophenyl-labeled amino acid enantiomers (DL-Val, Leu, Glu and Asp) and three pairs of drug enantiomers (RS-chlorpheniramine, zopiclone and carvedilol) were analyzed by using modified GNPs as the chiral selector in PSP-CEC. Good theoretical plate number (up to 2.4x10(5) per meter) and separation resolution (up to 4.7) were obtained even with low concentration of modified GNPs (0.8-1.4 mg/mL). The corresponding concentration of beta-CD in the buffer was only 0.30-0.53 mM, which was much lower than the optimum concentration of 15 mM if pure beta-CD was used as chiral selector. Our results showed that thiolated beta-CD modified GNPs have more sufficient interaction with the analytes, resulting in significant enhancement of enantioseparation. The study shed light on potential usage of chemical modified GNPs as chiral selector for enantioseparation based on PSP-CEC.
Yang
Li
L
Faculty of Chemistry, Northeast Normal University, Changchun, Jilin, PR China. yangl330@nenu.edu.cn
Chen
Cuijie
C
Liu
Xi
X
Shi
Jing
J
Wang
Guang
G
Zhu
Liande
L
Guo
Liping
L
Glennon
Jeremy D
JD
Scully
Norma M
NM
Doherty
Barry E
BE
D000596:Amino Acids / Q000737:chemistry / Q000302:isolation & purification*; D053961:Azabicyclo Compounds / Q000737:chemistry / Q000302:isolation & purification; D053801:Capillary Electrochromatography / Q000379:methods*; D002227:Carbazoles / Q000737:chemistry / Q000302:isolation & purification; D000077261:Carvedilol; D002744:Chlorpheniramine / Q000737:chemistry / Q000302:isolation & purification; D003505:Cyclodextrins / Q000737:chemistry*; D006046:Gold / Q000737:chemistry*; D053768:Metal Nanoparticles / Q000737:chemistry*; D046529:Microscopy, Electron, Transmission; D004364:Pharmaceutical Preparations / Q000737:chemistry / Q000302:isolation & purification*; D010879:Piperazines / Q000737:chemistry / Q000302:isolation & purification; D011412:Propanolamines / Q000737:chemistry / Q000302:isolation & purification; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000737:chemistry
D000596:Amino Acids; D053961:Azabicyclo Compounds; D002227:Carbazoles; D003505:Cyclodextrins; D004364:Pharmaceutical Preparations; D010879:Piperazines; D011412:Propanolamines; D013438:Sulfhydryl Compounds; C515050:zopiclone; D000077261:Carvedilol; D002744:Chlorpheniramine; D006046:Gold