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Volumn 9, Issue 2, 2007, Pages 199-202

Phosphatidylcholine-derived bolaamphiphiles via click chemistry

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; COPPER; MACROCYCLIC COMPOUND; PHOSPHATIDYLCHOLINE; SURFACTANT;

EID: 33846638747     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol062557a     Document Type: Article
Times cited : (59)

References (37)
  • 1
    • 4344644214 scopus 로고    scopus 로고
    • and references therein
    • Fuhrhop, J.-H.; Wang, T. Chem. Rev. 2004, 104, 2901-2937 and references therein.
    • (2004) Chem. Rev , vol.104 , pp. 2901-2937
    • Fuhrhop, J.-H.1    Wang, T.2
  • 12
    • 0037040707 scopus 로고    scopus 로고
    • Examples of bolaamphiphiles as ion channels include: Cameron, L. M.; Fyles, T. M.; Hu, C.-W. J. Org. Chem. 2002, 67, 1548-1553.
    • Examples of bolaamphiphiles as ion channels include: Cameron, L. M.; Fyles, T. M.; Hu, C.-W. J. Org. Chem. 2002, 67, 1548-1553.
  • 15
    • 0000391995 scopus 로고    scopus 로고
    • and references therein
    • Gokel, G. W.; Murillo, O. Acc. Chem. Res. 1996, 29, 425-432 and references therein.
    • (1996) Acc. Chem. Res , vol.29 , pp. 425-432
    • Gokel, G.W.1    Murillo, O.2
  • 16
    • 0000444311 scopus 로고
    • For bolaamphiphiles as membrane disrupters, see
    • For bolaamphiphiles as membrane disrupters, see: Naka, K.; Sadownik, A.; Regen, S. L. J. Am. Chem. Soc. 1993, 115, 2278-2286.
    • (1993) J. Am. Chem. Soc , vol.115 , pp. 2278-2286
    • Naka, K.1    Sadownik, A.2    Regen, S.L.3
  • 21
    • 11544346529 scopus 로고    scopus 로고
    • For a more recent review on 1,3-dipolar cycloadditions
    • For a more recent review on 1,3-dipolar cycloadditions: Gothelf, K. V.; Jorgenson, K. A. Chem. Rev. 1998, 98, 863-909.
    • (1998) Chem. Rev , vol.98 , pp. 863-909
    • Gothelf, K.V.1    Jorgenson, K.A.2
  • 27
    • 21044444863 scopus 로고    scopus 로고
    • Click chemistry has recently been used to conjugate molecular cargo to the headgroup of phospholipids: (a) Musiol, H.-J, Dong, S, Kaiser, M, Bausinger, R, Zumbusch, A, Bertsch, U, Moroder, L. Chem. Bio. Chem. 2005, 6, 625-628
    • Click chemistry has recently been used to conjugate molecular cargo to the headgroup of phospholipids: (a) Musiol, H.-J.; Dong, S.; Kaiser, M.; Bausinger, R.; Zumbusch, A.; Bertsch, U.; Moroder, L. Chem. Bio. Chem. 2005, 6, 625-628.
  • 32
    • 33846638799 scopus 로고    scopus 로고
    • Differential scanning calorimetry measurements were made in water. Cooling at a scan rate of 1°C/min produced a transition temperature of 40.2 ± 0.5°C for a sample of para-isomer 6 (2.5 mg/mL) and no detectable transition temperature between 2 and 90°C for meta-isomer 7 under the same conditions.
    • Differential scanning calorimetry measurements were made in water. Cooling at a scan rate of 1°C/min produced a transition temperature of 40.2 ± 0.5°C for a sample of para-isomer 6 (2.5 mg/mL) and no detectable transition temperature between 2 and 90°C for meta-isomer 7 under the same conditions.
  • 35
    • 33846576933 scopus 로고    scopus 로고
    • The leakage induced by 6 is not due to the sample addition procedure because the other amphiphiles have no effect under the same addition conditions. Furthermore, preincorporation of 6 at 10 μM prior to vesicle formation produces extremely leaky vesicles, which suggests that insertion of 6 into the vesicle membrane is not the process that causes the leakage.
    • The leakage induced by 6 is not due to the sample addition procedure because the other amphiphiles have no effect under the same addition conditions. Furthermore, preincorporation of 6 at 10 μM prior to vesicle formation produces extremely leaky vesicles, which suggests that insertion of 6 into the vesicle membrane is not the process that causes the leakage.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.