Facile discrimination of aldose enantiomers by reversed-phase HPLC

被引:765
|
作者
Tanaka, Takashi
Nakashima, Tatsuya
Ueda, Toshihisa
Tomii, Kenji
Kouno, Isao
机构
[1] Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
[2] Saga Univ, Fac Agr, Saga 8400027, Japan
关键词
aldose; absolute configuration; HPLC; cysteine; isothiocyanate;
D O I
10.1248/cpb.55.899
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
One-pot reactions of aldoses with L-Cysteine methyl ester and o-tolyl isothiocyanate yielded methyl 2-(polyhydroxyalkyl)-3-(o-tolylthiocarbamoyl)-thiazolidine-4(R)-carboxylates. Direct HPLC analysis of the reaction mixture and UV detection at 250 nm discriminated D- and L-enantiomers of aldoses. The reaction was applied to the determination of absolute configuration the sugar residues of an aroma precursor.
引用
收藏
页码:899 / 901
页数:3
相关论文
共 50 条
  • [11] pH gradient reversed-phase HPLC
    Kaliszan, R
    Wiczling, P
    Markuszewski, MJ
    ANALYTICAL CHEMISTRY, 2004, 76 (03) : 749 - 760
  • [12] DETERMINATION OF VIRGINIAMYCIN BY REVERSED-PHASE HPLC
    MOATS, WA
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1987, 193 : 11 - AGFD
  • [13] Gradient HPLC for Reversed-Phase Separations
    不详
    LC GC EUROPE, 2012, 25 (08) : 462 - 462
  • [14] Gradient HPLC for Reversed-Phase Separations
    不详
    LC GC NORTH AMERICA, 2012, 30 (07) : 602 - 602
  • [15] MOLECULAR THEORY OF REVERSED-PHASE HPLC
    MARTIRE, DE
    BOEHM, RE
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1982, 184 (SEP): : 3 - ANYL
  • [16] Column Selection for Reversed-Phase HPLC
    不详
    LC GC EUROPE, 2013, 26 (03) : 172 - 172
  • [17] Reversed-phase HPLC analysis of DDT
    不详
    LC GC-MAGAZINE OF SEPARATION SCIENCE, 1996, 14 (11): : 988 - 988
  • [18] Fluorimetric determination of the enantiomers of vigabatrin, an antiepileptic drug, by reversed-phase HPLC with a novel diastereomer derivatization reagent
    Uekusa, Shusuke
    Onozato, Mayu
    Sakamoto, Tatsuya
    Umino, Maho
    Ichiba, Hideaki
    Fukushima, Takeshi
    BIOMEDICAL CHROMATOGRAPHY, 2021, 35 (05)
  • [19] THE RETENTION OF SULFUR HOMOCYCLES IN REVERSED-PHASE HPLC
    MOCKEL, HJ
    FRESENIUS ZEITSCHRIFT FUR ANALYTISCHE CHEMIE, 1984, 318 (05): : 327 - 334
  • [20] THE REVERSED-PHASE HPLC BEHAVIOR OF RETINYL ESTERS
    MAY, HE
    KOO, SI
    JOURNAL OF LIQUID CHROMATOGRAPHY, 1989, 12 (07): : 1261 - 1280