INFLUENCE OF ANALYTE STEREOCHEMISTRY AND BASICITY ON PEAK SHAPE OF BASIC COMPOUNDS IN HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY WITH REVERSED-PHASE COLUMNS, USING PYRIDINE AND ALKYL-SUBSTITUTED DERIVATIVES AS PROBE COMPOUNDS

被引:45
作者
MCCALLEY, DV
机构
[1] Department of Chemical and Physical Sciences, University of the West of England, Bristol, BS16 1QY, Frenchay
关键词
D O I
10.1016/0021-9673(94)87001-2
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Column efficiency, peak asymmetry and retention factor of a series of sixteen compounds comprising pyridine and some alkyl-substituted derivatives, with pK(a) values ranging from 5.17 to 6.74 is reported on a RP-HPLC column previously shown to be especially suitable for the analysis of basic compounds. Compound stereochemistry in close vicinity of the basic group is found to influence peak shape strongly: however, stereochemistry at more remote positions is also of some significance. The effect of pK(a) on peak shape is discussed in the light of measurements of the degree of protonation of the compounds in the methanolic mobile phase as well as water.
引用
收藏
页码:139 / 147
页数:9
相关论文
共 15 条
  • [1] Albert A., 1984, DETERMINATION IONISA
  • [2] NOVEL, HIGHLY DEACTIVATED REVERSED-PHASE FOR BASIC COMPOUNDS
    ASCAH, TL
    FEIBUSH, B
    [J]. JOURNAL OF CHROMATOGRAPHY, 1990, 506 : 357 - 369
  • [3] THE POTENTIOMETRIC MEASUREMENT OF ACID DISSOCIATION CONSTANTS AND PH IN THE SYSTEM METHANOL-WATER - PKA VALUES FOR CARBOXYLIC ACIDS AND ANILINIUM IONS
    BACARELLA, AL
    GRUNWALD, E
    MARSHALL, HP
    PURLEE, EL
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1955, 20 (06) : 747 - 762
  • [4] INTERPRETATION OF PH MEASUREMENTS IN ALCOHOL-WATER SOLVENTS
    BATES, RG
    BAABO, M
    ROBINSON, RA
    [J]. JOURNAL OF PHYSICAL CHEMISTRY, 1963, 67 (09) : 1833 - &
  • [5] BIDLINGMEYER BA, 1993, J CHROMATOGR SCI, V31, P347
  • [6] CLAESSENS HA, 1993, LC GC EUR, V6, P692
  • [7] DEAN JA, 1985, LANGES HDB CHEM
  • [8] DOLAN JW, 1993, LC GC INT, V6, P142
  • [9] CHROMATOGRAPHIC CHARACTERIZATION OF SILICA-BASED REVERSED PHASES
    ENGELHARDT, H
    LOW, H
    GOTZINGER, W
    [J]. JOURNAL OF CHROMATOGRAPHY, 1991, 544 (1-2): : 371 - 379
  • [10] SUPPRESSION OF THE EFFECT OF METAL IMPURITIES IN ALKYLSILYLATED SILICA PACKING MATERIALS
    KIMATA, K
    TANAKA, N
    ARAKI, T
    [J]. JOURNAL OF CHROMATOGRAPHY, 1992, 594 (1-2): : 87 - 96