New chiral crown ether stationary phase for the liquid chromatographic resolution of alpha-amino acid enantiomers.
A new chiral stationary phase (CSP) for the liquid chromatographic separation of enantiomers was prepared by bonding a novel enantiopure (diphenyl-substituted 1,1'-binaphthyl) crown ether to 5 microm silica gel. The resulting CSP was applied to the separation of the enantiomers of various natural and unnatural alpha-amino acids. All alpha-amino acids tested were resolved very well on the new CSP, with the exception of proline, which does not contain a primary amino group. The resolution of alpha-amino acid enantiomers on this new CSP was found to be dependent on the type and amounts of organic and acidic modifiers, and on column temperature.
Hyun
M H
MH
Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University, South Korea. mhhyun@hyowon.cc.pusan.ac.kr
Han
S C
SC
Lipshutz
B H
BH
Shin
Y J
YJ
Welch
C J
CJ
D000596:Amino Acids / Q000737:chemistry / Q000302:isolation & purification*; D002853:Chromatography, Liquid / Q000379:methods*; D004988:Ethers, Cyclic / Q000737:chemistry*; D013237:Stereoisomerism
D000596:Amino Acids; D004988:Ethers, Cyclic