Enantioselectivity of structurally modified poly(sodium undecenoyl-L-leucinate) by insertionof Triton X-102 surfactant molecules
✍ Scribed by Jepkoech Tarus; Thomasas Jernigan; Kevin Morris; Isiah M. Warner
- Book ID
- 102184361
- Publisher
- John Wiley and Sons
- Year
- 2004
- Tongue
- English
- Weight
- 117 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0173-0835
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✦ Synopsis
Abstract
The effectiveness of Triton X‐102 (TX‐102), as a structural modifier of the polymeric surfactant sodium undecanoyl‐L‐leucinate (L‐SUL) was investigated for enhanced enantiomeric recognition of various chiral compounds in micellar electrokinetic chromatography (MEKC). Increasing concentrations of TX‐102 were separately added into the micellar solutions of L‐SUL and then polymerized to form poly‐L‐SUL. The resulting polymers were purified by use of 3500 molecular‐weight‐cutoff (MWCO) dialysis membranes. Fluorescence and pulsed field gradient‐nuclear magnetic resonance (PFG‐NMR) techniques were used to elucidate the structural effects of TX‐102 on poly‐L‐SUL. Evaluation of data from fluorescence measurements suggested an increase in polarity with increasing concentration of TX‐102. However, the polarity decreased at higher concentrations of TX‐102. Evaluation of data from PFG‐NMR suggested an increase in hydrodynamic radius upon increasing the concentration of TX‐102. The racemates of coumarinic and phenythiohydantoin amino acid derivatives, and pindolol were used as test analytes in MEKC. A notable increase in resolution and capacity factors of the test analytes was observed when the modified poly‐L‐SUL was used in MEKC measurements. Examination of the data obtained from fluorescence, PFG‐NMR, and MEKC suggests a strong correlation between the polarity and the hydrodynamic radii of TX‐102 modified micelles and the enantiomeric resolution of the test analytes.