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Evaluation of dalbavancin as chiral selector for HPLC and comparison with teicoplanin‐based chiral stationary phases
Author(s) -
Zhang Xiaotong,
Bao Ye,
Huang Ke,
BarnettRundlett Kimber L.,
Armstrong Daniel W.
Publication year - 2009
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/chir.20771
Subject(s) - teicoplanin , chemistry , dalbavancin , enantiomer , chiral column chromatography , chiral derivatizing agent , glycopeptide , high performance liquid chromatography , chirality (physics) , combinatorial chemistry , organic chemistry , chromatography , chiral symmetry , biochemistry , physics , quantum mechanics , vancomycin , quark , biology , bacteria , nambu–jona lasinio model , genetics , staphylococcus aureus , antibiotics
Abstract Dalbavancin is a new compound of the macrocyclic glycopeptide family. It was covalently linked to 5 μm silica particles using two different binding chemistries. Approximately 250 racemates including (a) heterocyclic compounds, (b) chiral acids, (c) chiral amines, (d) chiral alcohols, (e) chiral sulfoxides and sulfilimines, (f) amino acids and amino acid derivatives, and (g) other chiral compounds were tested on the two new chiral stationary phases (CSPs) using three different mobile phases. As dalbavancin is structurally related to teicoplanin, the same set of chiral compounds was screened on two commercially available teicoplanin CSPs for comparison. The dalbavancin CSPs were able to separate some enantiomers that were not separated by the teicoplanin CSPs and also showed improved separations for many racemates. However, there were other compounds only separated or better separated on teicoplanin CSPs. Therefore, the dalbavancin CSPs are complementary to the teicoplanin CSPs. Chirality, 2010. © 2009 Wiley‐Liss, Inc.