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The use of amino acid-based polymeric surfactants (a.k.a. molecular micelles) in chiral micellar electrokinetic chromatography (CMEKC) has been shown to be a successful separation mode for capillary electrophoresis (CE). In this mode, chiral compounds can be enantioseparated with high efficiency, high chiral selectivity, and versatility. This chapter describes the state-of-the art studies published in the past 5 years in CMEKC using polymeric surfactants. Recent trends in the compatibility of chiral polymeric surfactants with mass spectrometric (MS) detection suggest that this type of chiral selector may be the most promising ones for chiral CE-MS applications. The synthesis of new anionic and cationic MS-compatible polymeric surfactants and their utility in CMEKC and CMEKC-MS are demonstrated. Examples of how to run a typical CMEKC-MS experiment using univariate and multivariate optimization of CMEKC and MS parameters are discussed.