Dynamic ligand-exchange chiral stationary phase from S-Benzyl-(R)-cysteine

被引:29
|
作者
Natalini, B [1 ]
Sardella, R [1 ]
Macchiarulo, A [1 ]
Pellicciari, R [1 ]
机构
[1] Univ Perugia, Dipartimento Chim & Tecnol Farm, I-06123 Perugia, Italy
关键词
enantiomer separation; chiral coated phase; hydrophobically coated phase; mechanism of recognition;
D O I
10.1002/chir.20280
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
S-Benzyl-(R)-cysteine (R-SBC) is a new chiral ligand-exchange stationary phase which has proved to be effective in the analytical separation of some natural and unnatural underivatized amino acids with fair to good separation and resolution factors. ne dynamic coating of the RP-18 solid support with S-Benzyl-(R)-cysteine (R-SBC) gives rise to a stable and efficient chiral stationary phase (CSP) that has been successfully employed. The mechanism of chiral recognition is discussed and a molecular modeling study aimed at identifying molecular descriptors responsible for observed different behaviours of analytes upon different albeit closely related selectors is discussed.
引用
收藏
页码:509 / 518
页数:10
相关论文
共 50 条
  • [32] HIGH-PERFORMANCE LIGAND-EXCHANGE CHROMATOGRAPHY OF AMINO ACIDS ON CHIRAL STATIONARY PHASES.
    Carunchio, V.
    Messina, A.
    Sinibaldi, M.
    Fanali, S.
    HRC & CC. Journal of high resolution chromatography & chromatography communications, 1988, 11 (05) : 401 - 404
  • [33] Effect of the temperature and mobile phase composition on the retention behavior of nitroanilines on ligand-exchange stationary phase
    Gurten, A. Ali
    Ucan, Mustafa
    Abdullah, Meysun I.
    Ayar, Ahmet
    JOURNAL OF HAZARDOUS MATERIALS, 2006, 135 (1-3) : 53 - 57
  • [34] Preparation of L-phenylalanine chiral ligand-exchange chromatographic stationary phase by atom transfer radical polymerization and resolution of racemates
    Sun Yang
    Xu Fei
    Gong Bolin
    CHINESE JOURNAL OF CHROMATOGRAPHY, 2011, 29 (09) : 918 - 922
  • [35] Optical resolution of racemic alpha-amino acids on a dynamic chiral stationary phase derived from (S)-leucinol by ligand exchange chromatography
    Hyun, MH
    Ryoo, JJ
    JOURNAL OF LIQUID CHROMATOGRAPHY & RELATED TECHNOLOGIES, 1996, 19 (16) : 2635 - 2648
  • [36] MECHANISTIC EVALUATION OF THE RESOLUTION OF ALPHA-AMINO-ACIDS ON DYNAMIC CHIRAL STATIONARY PHASES DERIVED FROM AMINO-ALCOHOLS BY LIGAND-EXCHANGE CHROMATOGRAPHY
    HYUN, MH
    YANG, DH
    KIM, HJ
    RYOO, JJ
    JOURNAL OF CHROMATOGRAPHY A, 1994, 684 (02) : 189 - 200
  • [37] A novel bonded stationary phase for chiral ligand exchange-chromatography
    Long, Y.-D.
    Wang, Q.-B.
    Huang, T.-B.
    Kao Teng Hsueh Hsiao Hua Heush Hsueh Pao/ Chemical Journal of Chinese Universities, 2001, 22 (04): : 566 - 568
  • [39] A novel bonded stationary phase for chiral ligand exchange-chromatography
    Long, YD
    Wang, QB
    Huang, TB
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2001, 22 (04): : 566 - 568
  • [40] Chiral discrimination by ligand-exchange chromatography: A comparison between phenylalaninamide-based stationary and mobile phases
    Marchelli, R
    Corradini, R
    Bertuzzi, T
    Galaverna, G
    Dossena, A
    Gasparrini, F
    Galli, B
    Villani, C
    Misiti, D
    CHIRALITY, 1996, 8 (06) : 452 - 461