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. Author manuscript; available in PMC: 2015 Jul 7.
Published in final edited form as: European J Org Chem. 2014 May 1;2014(14):2972–2979. doi: 10.1002/ejoc.201400025

Table 5.

Transport flux for different guests mediated by 6 at neutral pH.

Guesta Transport flux [μmolcm−2min−1] Control [μmolcm−2 min−1]
FITC-choline 9 8.9 +0.2 × 10−6 0.00
FITC-adamantane 10 7.3 ± 0.2 × 10−7 4.36 × 10−7
NBD-choline 11 5.6 ± 0.2 × 10−5 9.61 × 10−6
Dansyl choline 12 4.6 ±0.1 × 10−5b 5.20 × 10−5b
carboxyfluoresceinc 1.6 ±0.1 × 10−5 1.54 × 10−5
NBD chloride 2.0 + 0.1 × 10−8 not measuredd
a

6 (500 μm) in CH2Cl2; guests (500 μm) in water, stirred for 144 h at 400 rpm. The aqueous phase was measured by UV/Vis spec-troscopy and compared to standard calibration curves after appropriate dilution. The results are reported as an average of duplicate runs with maximum deviation from the mean. See Exp. Sect. and Supporting Information for full details.

b

For guest 12, the flux was less than the control experiment; we determined that 6 extracts and retains the difference in the organic layer.

c

Carboxyfluorescein was used at 250 μm due to solubility issues at higher concentrations.

d

The transport rate with host 6 was so low that the control experiment was superfluous.