Separation of racemic 2,4-dinitrophenyl amino acids on zirconia-immobilized quinine carbamate in reversed-phase liquid chromatography.
Zirconia is known to be one of the best chromatographic support materials due to its excellent chemical, thermal, and mechanical stability. A quinine carbamate-coated zirconia was prepared as a chiral stationary phase for separation of enantiomers of DNP-amino acids in reversed-phase liquid chromatography. Retention and enantioselectivity of this phase were compared to those for quinine carbamate bonded onto silica. Most amino acids studied were separated on the quinine carbamate-zirconia CSP although retention was longer and chiral selectivity was somewhat lower than on the corresponding silica CSP. Increased retention and decreased selectivity are probably due to strong non-enantioselective Lewis acid-base interactions between the amino acid molecule and the residual Lewis acid sites on the zirconia surface.
Park
Jung Hag
JH
Yeungnam University, Department of Chemistry, Kyongsan 712-749, Korea. jhpark@yu.ac.kr
Lee
Joon Woo
JW
Song
Young Tae
YT
Ra
Chun Sup
CS
Cha
Jin Soon
JS
Ryoo
Jae Jeong
JJ
Lee
Wonjae
W
Kim
In Whan
IW
Jang
Myung Duk
MD
D000596:Amino Acids / Q000032:analysis*; D002219:Carbamates / Q000737:chemistry; D002845:Chromatography / Q000379:methods*; D002853:Chromatography, Liquid / Q000379:methods*; D004136:Dinitrobenzenes / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D011803:Quinine / Q000737:chemistry; D012825:Silicon / Q000737:chemistry; D013237:Stereoisomerism; D013696:Temperature; D013997:Time Factors; D015040:Zirconium / Q000737:chemistry*
D000596:Amino Acids; D002219:Carbamates; D004136:Dinitrobenzenes; D011803:Quinine; D015040:Zirconium; C028541:zirconium oxide; D012825:Silicon