ENANTIOSELECTIVE OPTODE MEMBRANES WITH ENANTIOMER SELECTIVITY FOR (R)-1-PHENYLETHYLAMMONIUM AND (S)-1-PHENYLETHYLAMMONIUM IONS

被引:24
作者
HOLY, P
MORF, WE
SEILER, K
SIMON, W
VIGNERON, JP
机构
[1] SWISS FED INST TECHNOL,DEPT ORGAN CHEM,UNIV STR 16,CH-8092 ZURICH,SWITZERLAND
[2] COLL FRANCE,F-75231 PARIS 05,FRANCE
关键词
D O I
10.1002/hlca.19900730505
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The recently developed general principle of ion‐selective optode membranes, based on conventional ionophores, was employed to design a new approach to the determination of enantiomeric excess. Highly lipophilic chiral crown derivatives, exhibiting a high selectivity for a chiral ammonium guest cation, are combined with a H+‐selective chromoionophore in a plasticized PVC membrane. The enantiomer recognition process is translated by this sensor with an optical transduction into a signal easily measured by a conventional spectrophotometer, and enantiomeric excess can be determined without the need for polarized light. Characteristics and a theoretical description of these new optode membranes are given. Copyright © 1990 Verlag GmbH & Co. KGaA, Weinheim
引用
收藏
页码:1171 / 1181
页数:11
相关论文
共 41 条
  • [1] MOLECULAR RECEPTORS - STRUCTURAL EFFECTS AND SUBSTRATE RECOGNITION IN BINDING OF ORGANIC AND BIOGENIC AMMONIUM-IONS BY CHIRAL POLYFUNCTIONAL MACROCYCLIC POLYETHERS BEARING AMINO-ACID AND OTHER SIDE-CHAINS .1.
    BEHR, JP
    LEHN, JM
    VIERLING, P
    [J]. HELVETICA CHIMICA ACTA, 1982, 65 (06) : 1853 - 1867
  • [2] MOLECULAR RECEPTORS - FUNCTIONALIZED AND CHIRAL MACROCYCLIC POLYETHERS DERIVED FROM TARTARIC ACID
    BEHR, JP
    GIRODEAU, JM
    HAYWARD, RC
    LEHN, JM
    SAUVAGE, JP
    [J]. HELVETICA CHIMICA ACTA, 1980, 63 (07) : 2096 - 2111
  • [3] DETERMINATION OF THE ENANTIOMERIC EXCESS OF CHIRAL AMMONIUM-IONS USING LIQUID MEMBRANE ELECTRODES
    BUSSMANN, W
    SIMON, W
    [J]. HELVETICA CHIMICA ACTA, 1981, 64 (07) : 2101 - 2108
  • [4] ENANTIOMER-SELECTIVITY FOR PHENYLETHYLAMMONIUM ION OF MEMBRANES BASED ON A CHIRAL MACROCYCLIC POLYETHER
    BUSSMANN, W
    LEHN, JM
    OESCH, U
    PLUMERE, P
    SIMON, W
    [J]. HELVETICA CHIMICA ACTA, 1981, 64 (03) : 657 - 661
  • [5] CELL ASSEMBLY FOR THE POTENTIOMETRIC DETERMINATION OF THE ENANTIOMERIC EXCESS OF 1-PHENYLETHYLAMMONIUM-IONS
    BUSSMANN, W
    MORF, WE
    VIGNERON, JP
    LEHN, JM
    SIMON, W
    [J]. HELVETICA CHIMICA ACTA, 1984, 67 (06) : 1439 - 1447
  • [6] CHIRAL DIAZA-18-CROWN-6 DERIVATIVES
    CHADWICK, DJ
    CLIFFE, IA
    SUTHERLAND, IO
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1981, (19) : 992 - 994
  • [7] HOST-GUEST CHEMISTRY
    CRAM, DJ
    CRAM, JM
    [J]. SCIENCE, 1974, 183 (4127) : 803 - 809
  • [8] CHIRAL RECOGNITION IN COMPLEXATION OF GUESTS BY DESIGNED HOST MOLECULES
    CRAM, DJ
    HELGESON, RC
    SOUSA, LR
    TIMKO, JM
    NEWCOMB, M
    MOREAU, P
    DEJONG, F
    GOKEL, GW
    HOFFMAN, DH
    DOMEIER, LA
    PEACOCK, SC
    MADAN, K
    KAPLAN, L
    [J]. PURE AND APPLIED CHEMISTRY, 1975, 43 (3-4) : 327 - 349
  • [9] CRAM DJ, 1988, ANGEW CHEM, V100, P1041, DOI DOI 10.1002/ANGE.19881000804
  • [10] CRAM DJ, 1976, TECHNIQUES CHEM 2, V10, P815