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Vancomycin‐based chiral stationary phases for micro‐column liquid chromatography
Author(s) -
Svensson Lars A.,
Dönnecke Jürgen,
Karlsson KarlErik,
Karlsson Anders,
Vessman Jörgen
Publication year - 1999
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/(sici)1520-636x(1999)11:2<121::aid-chir7>3.0.co;2-p
Subject(s) - chemistry , vancomycin , chromatography , chirality (physics) , capillary electrophoresis , chiral column chromatography , repeatability , high performance liquid chromatography , staphylococcus aureus , bacteria , chiral symmetry breaking , physics , quantum mechanics , quark , biology , nambu–jona lasinio model , genetics
Vancomycin selectively immobilized to silica via either one of its two amino groups has been investigated and compared with columns made from native vancomycin. The chemical modification of vancomycin prior to immobilization involved protection of one amino group as a 9‐fluorenylmethyl carbamate. The immobilization and the subsequent cleavage of the protecting group was performed on‐column. The types of compounds that can be separated with the vancomycin chiral stationary phases resemble those separated previously by capillary electrophoresis and thin‐layer chromatography. The protected chiral stationary phases were also investigated and in some cases very high enantioselectivity were obtained. One example of this is a separation of thalidomide with an α‐value as high as 5.4. The soft immobilization procedure preserves the structure of native vancomycin, in contrast to other approaches. Good repeatability and stability of the columns have also been obtained. Chirality 11:121–128, 1999. © 1999 Wiley‐Liss, Inc.