Chiral recognition of binaphthyl derivatives using electrokinetic chromatography and steady-state fluorescence anisotropy: effect of temperature.
The effect of temperature on the chiral recognition of binaphthyl derivatives in the presence of poly sodium N-undecanoyl-LL-leucyl-leucinate (poly LL-SULL) is examined using electrokinetic chromatography (EKC) and steady-state fluorescence anisotropy. An examination of the effect of temperature suggests that the chiral recognition of 1,1'-binaphthyl-2,2'-diol enantiomers improves with increasing temperature, whereas lower temperatures resulted in better enantiosolectivity in the case of 1,1'-binaphthyl-2,2'-diyl hydrogen phosphate enantiomers. In addition, steady-state fluorescence anisotropy results show that the anisotropy of the two enantiomers are different when complexed to poly-(LL) SULL. As would be expected, the enantiomer that binds stronger to the chiral pseudostationary phase, as evidenced by EKC experiments, had higher anisotropy values. The results of this study suggest that steady-state fluorescence anisotropy can be used to gain further insight into chiral recognition.
Department of Physical and Life Sciences, Texas A&M University-Corpus Christi, Corpus Christi, TX, USA.
Fereshteh Haddadian
FH
Billiot
Matthew C
MC
McCarroll
Eugene J
EJ
Billiot
Isiah M
IM
Warner
D020374:Chromatography, Micellar Electrokinetic Capillary / Q000379:methods*; D005454:Fluorescence Polarization / Q000379:methods*; D007930:Leucine / Q000031:analogs & derivatives; D009284:Naphthols / Q000737:chemistry / Q000302:isolation & purification*; D011108:Polymers / Q000737:chemistry; D013237:Stereoisomerism; D013501:Surface-Active Agents / Q000737:chemistry; D013696:Temperature
D009284:Naphthols; D011108:Polymers; D013501:Surface-Active Agents; D007930:Leucine