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Volumn 8, Issue 3, 2006, Pages 399-402

Adaptive dendron: A bile acid oligomer behaving as both normal and inverse micellar mimic

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Indexed keywords


EID: 32644447578     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol052631+     Document Type: Article
Times cited : (24)

References (49)
  • 34
    • 4544290875 scopus 로고    scopus 로고
    • Zhao et al. have attached cholate fragments on a tetraaminocalixarene scaffold and have shown by NMR that the cholates can respond to environmental (polarity) changes by rotation (Ryu, E.-H.; Zhao, Y. Org. Lett. 2004, 6, 3187).
    • (2004) Org. Lett. , vol.6 , pp. 3187
    • Ryu, E.-H.1    Zhao, Y.2
  • 35
    • 24944522408 scopus 로고    scopus 로고
    • 4/MeOH mixture and pyrene binding with a modified cholamide calixarene derivative in water (Zhao, Y.; Ryu, E.-H. J. Org. Chem. 2005, 70, 7585).
    • (2005) J. Org. Chem. , vol.70 , pp. 7585
    • Zhao, Y.1    Ryu, E.-H.2
  • 36
    • 32644438187 scopus 로고    scopus 로고
    • posted ASAP (jo052173i)
    • 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).
    • (2006) J. Org. Chem. , vol.71
  • 39
    • 32644433180 scopus 로고    scopus 로고
    • note
    • 3).
  • 40
    • 32644453004 scopus 로고    scopus 로고
    • note
    • 3).
  • 41
    • 32644435181 scopus 로고    scopus 로고
    • note
    • Dendrons 1 and 2 were not soluble in hexane.
  • 42
    • 32644445901 scopus 로고    scopus 로고
    • note
    • Sodium salts of dendrons 1 and 2 were not soluble in pure water.
  • 44
    • 32644435652 scopus 로고    scopus 로고
    • note
    • 2O (1:1) system at low concentrations
  • 45
    • 32644453376 scopus 로고    scopus 로고
    • note
    • 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.
  • 46
    • 32644450067 scopus 로고    scopus 로고
    • note
    • 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.
  • 47
    • 32644432763 scopus 로고    scopus 로고
    • note
    • 1H NMR spectra of 1 and 2 did not change with change in concentration, suggesting that self-aggregation was negligible.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.