Direct chiral separation of tryptophan analogues using heptakis(3-O-methyl)-β-cyclodextrin-bonded stationary phase in reversed-phase liquid chromatography

被引：6

作者：

Ryu, JW ^{[1
]}

Chang, HS ^{[1
]}

Ko, YK ^{[1
]}

Woo, JC ^{[1
]}

Koo, DW ^{[1
]}

Kim, DW ^{[1
]}

机构：

[1] Korea Res Inst Chem Technol, Taejon 305606, South Korea

来源：

MICROCHEMICAL JOURNAL | 1999年 / 63卷 / 01期

关键词：

chiral stationary phases; tryptophan; high-performance liquid chromatography; cyclodextrin; heptakis(3-O-methyl)-beta-cyclodextrin; enantiomer separation;

D O I：

10.1006/mchj.1999.1779

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

For the direct separation of racemic tryptophan analogues by reversed-phase liquid chromatography, native beta-cyclodextrin (CD), heptakis(3-O-methyl)-beta-CD, and heptakis(2,3-di-O-methyl)-beta-CD chiral stationary phases were examined. Direct separation of various tryptophan analogues was accomplished with heptakis(3-O-methyl)-beta-CD stationary phase. It was observed that the position of substituents affects retention and enantioselectivity of tryptophan analogues. Substitution at the 6-position (e.g., 6-methyl-DL-tryptophan and 6-fluoro-DL-tryptophan) significantly increased retention and enantioselectivity. (C) 1999 Academic Press.

引用

页码：168 / 171

页数：4

共 18 条

[1] Comparison of the selectivity and retention of beta-cyclodextrin vs. heptakis-2,3-O-dimethyl-beta-cyclodextrin LC stationary phases for structural and geometric isomers
Armstrong, DW
Wang, X
Chang, LW
Ibrahim, H
Reid, GR
Beesley, TE
[J]. JOURNAL OF LIQUID CHROMATOGRAPHY & RELATED TECHNOLOGIES, 1997, 20 (20) : 3297 - 3308
[2] (R)-NAPHTHYLETHYLCARBAMATE-SUBSTITUTED AND (S)-NAPHTHYLETHYLCARBAMATE-SUBSTITUTED BETA-CYCLO-DEXTRIN BONDED STATIONARY PHASES FOR THE REVERSED-PHASE LIQUID-CHROMATOGRAPHIC SEPARATION OF ENANTIOMERS
ARMSTRONG, DW
CHANG, CD
LEE, SH
[J]. JOURNAL OF CHROMATOGRAPHY, 1991, 539 (01): : 83 - 90
[3] DIRECT LIQUID-CHROMATOGRAPHIC SEPARATION OF RACEMATES WITH AN ALPHA-CYCLODEXTRIN BONDED PHASE
ARMSTRONG, DW
YANG, XF
HAN, SM
MENGES, RA
[J]. ANALYTICAL CHEMISTRY, 1987, 59 (21) : 2594 - 2596
[4] DAVANKOV VA, 1983, ADV CHROMATOGR, V22, P71
[5] RETENTION BEHAVIOR AND CHIRAL RECOGNITION MECHANISM OF SEVERAL CYCLODEXTRIN-BONDED STATIONARY PHASES FOR DANSYL AMINO-ACIDS
FUJIMURA, K
SUZUKI, S
HAYASHI, K
MASUDA, S
[J]. ANALYTICAL CHEMISTRY, 1990, 62 (20) : 2198 - 2205
[6] DIRECT SEPARATION OF ENANTIOMERS BY HIGH-PERFORMANCE LIGAND-EXCHANGE CHROMATOGRAPHY ON CHEMICALLY BONDED CHIRAL PHASES
GUBITZ, G
[J]. JOURNAL OF LIQUID CHROMATOGRAPHY, 1986, 9 (2-3): : 519 - 535
[7] IBOLYA MP, 1997, J CHROMATOGR A, V763, P1
[8] LIQUID-CHROMATOGRAPHY WITH AMINOPROPYLSILICA GEL MODIFIED BY HEPTAKIS(2,3,6-TRI-O-METHYL)-BETA-CYCLODEXTRIN DERIVATIVE
KURODA, Y
KATO, T
OGOSHI, H
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1993, 66 (04) : 1116 - 1120
[9] SYSTEMATIC STUDY ON THE RESOLUTION OF DERIVATIZED AMINO-ACIDS ENANTIOMERS ON DIFFERENT CYCLODEXTRIN-BONDED STATIONARY PHASES
LEE, SH
BERTHOD, A
ARMSTRONG, DW
[J]. JOURNAL OF CHROMATOGRAPHY, 1992, 603 (1-2): : 83 - 93
[10] LIQUID-CHROMATOGRAPHIC SEPARATION OF THE ENANTIOMERS OF DINITROPHENYL AMINO-ACIDS USING A BETA-CYCLODEXTRIN-BONDED STATIONARY PHASE
LI, S
PURDY, WC
[J]. JOURNAL OF CHROMATOGRAPHY, 1991, 543 (01): : 105 - 112

← 1 2 →