Premium
Synthesis, characterization, and application of polysodium N ‐alkylenyl α‐ d ‐glucopyranoside surfactants for micellar electrokinetic chromatography–tandem mass spectrometry
Author(s) -
Liu Yijin,
Wu Baolin,
Wang Peng,
Shamsi Shahab A.
Publication year - 2016
Publication title -
electrophoresis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.666
H-Index - 158
eISSN - 1522-2683
pISSN - 0173-0835
DOI - 10.1002/elps.201500434
Subject(s) - micellar electrokinetic chromatography , chromatography , electrokinetic phenomena , mass spectrometry , chemistry , tandem mass spectrometry , characterization (materials science) , tandem , electrospray mass spectrometry , electrospray , electrophoresis , materials science , nanotechnology , composite material
Sugar‐based ionic surfactants forming micelles are known to suppress ESI of various compounds due to decrease in surface tension upon micelle formation [1][Ishihama, Y., 2000]. For the first time, poly (sodium N ‐undecylenyl‐α‐ d ‐glucopyranoside 4,6‐hydrogen phosphate, (poly‐α‐ d ‐SUGP) based surfactants with different chain lengths and head groups have been successfully synthesized, characterized, and applied as compatible chiral selector for MEKC‐ESI‐MS/MS. First, the effect of polymerization concentration of the monomer, α‐ d ‐SUGP, was evaluated by enantioseparation of one anionic compound (1,1′‐binaphthyl‐2,2′diyl‐hydrogen phosphate) and one zwitterionic compound (dansylated phenylalanine) in MEKC‐UV to find the optimum molar surfactant concentration for polymerization. Next, MEKC‐UV and MEKC‐MS were compared for the enantioseparation of 1,1′‐binaphthyl‐2,2′diyl‐hydrogen phosphate. The influence of polymeric glucopyranoside based surfactant head groups and carbon chain lengths on chiral R s was evaluated for two classes of cationic drugs (ephedrine alkaloids and β‐blockers). Finally, enantioselective MEKC‐MS of ephedrine alkaloids and β‐blockers were profiled at their optimum pH 5.0 and 7.0, respectively, using 20 mM NH 4 OAc, 25 mM poly‐α‐ d ‐SUGP at 30 kV and 25°C under optimum spray chamber conditions. The LOD for most of the enantiomers ranges from 10 to 100 ng/mL with S/N of at least ≥3.0.