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posted ASAP (jo052173i)
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Extensive study of hydrophilic dye solubilization by bile-acid-based dendrons having glycolate spacer have been performed by our group. See: J. Org. Chem. 2006, 71, posted ASAP (jo052173i).
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39
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32644433180
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note
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3).
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40
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32644453004
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note
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3).
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41
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32644435181
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note
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Dendrons 1 and 2 were not soluble in hexane.
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42
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32644445901
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note
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Sodium salts of dendrons 1 and 2 were not soluble in pure water.
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43
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0035907872
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Maitra, U.; Mukhopadhyay, S.; Sarkar, A.; Rao, P.; Indi, S. S. Angew. Chem., Int. Ed. 2001, 40, 2281.
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Maitra, U.1
Mukhopadhyay, S.2
Sarkar, A.3
Rao, P.4
Indi, S.S.5
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44
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32644435652
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note
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2O (1:1) system at low concentrations
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45
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32644453376
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note
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This dye solubilization was not due to an acid-base type of interaction because 1, having a similar functional group, did not show dye extraction. Possibly the tripodal geometry of 2 assisted dye encapsulation better with additional functional groups. Compound 1, on the other hand, has a tweezerlike geometry with fewer polar groups inside the cleft.
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46
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32644450067
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note
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This observation is very similar to what was observed in the case of Orange OT extraction (Figure 2A). In a nonpolar solvent, a small portion of methyl deoxycholate possibly aggregates to form an inverse micelle type of structure.
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47
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32644432763
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note
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1H NMR spectra of 1 and 2 did not change with change in concentration, suggesting that self-aggregation was negligible.
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48
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10044232693
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(a) Vutukuri, D. R.; Basu, S.; Thayumanavan, S. J. Am. Chem. Soc. 2004, 126, 15636.
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4043135772
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