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Two diastereomeric cationic surfactants derived from L-proline, in which the second chiral center is a quaternary nitrogen, have been separated and fully characterized. The recognition properties of the aggregates formed by the two diastereomeric surfactants have been investigated by circular dichroism and H-1 NMR through deracemization of racemic 2-carboxy-2'-dodecyloxy-6-nitrobiphenyl.