Giant vesicles from 72-membered macrocyclic archæal phospholipid analogues: Initiation of vesicle formation by molecular recognition between membrane components

Chemistry - A European Journal

Volumn 6, Issue 18, 2000, Pages 3351-3358

  Eguchi, Tadashi ^a   Arakawa, Kenji ^a   Kakinuma, Katsumi ^a   Rapp, Gert ^b   Ghosh, Sangita ^c   Nakatani, Yoichi ^c   Ourisson, Guy ^c  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

^b DESY   (Germany)

^c CENTRE DE NEUROCHIMIE   (France)

Author keywords

Amphiphiles; Arch a; Macrocycles; Molecular recognition; Vesicles

Indexed keywords

ETHER DERIVATIVE; MEMBRANE PHOSPHOLIPID; PHOSPHOLIPID DERIVATIVE;

ARTICLE; LIPID COMPOSITION; MEMBRANE FORMATION; MOLECULAR DYNAMICS; MOLECULAR RECOGNITION; PHOSPHOLIPID MEMBRANE; PHOSPHOLIPID VESICLE; STEREOCHEMISTRY; SULFOLOBUS; THERMOPLASMA;

EID: 0034665231     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/1521-3765(20000915)6:18<3351::AID-CHEM3351>3.0.CO;2-4     Document Type: Article

References (38)

1. a) M. De Rosa, A. Gambacorta, A. Gliozzi, Microbiol. Rev. 1986, 50, 70-80;
2. b) P. B. Comita, R. B. Gagosian, H. Pang, C. E. Costello, J. Biol. Chem. 1984, 259, 15234-15241.
3. a) O. Dannenmuller, K. Arakawa, T. Eguchi, K. Kakinuma, S. Blanc, A.-M. Albrecht, M. Schmutz, Y. Nakatani, G. Ourisson in Giant Vesicles (Eds. P. L. Luisi, P. Walde), Wiley, Chichester, 1999, pp. 385-390;
4. b) O. Dannenmuller, K. Arakawa, T. Eguchi, K. Kakinuma, S. Blanc, A.-M. Albrecht, M. Schmutz, Y. Nakatani, G. Ourisson, Chem. Eur. J. 2000, 6, 645-654.
5. E. Untersteller, B. Fritz, Y. Blériot, P. Sinaÿ, C. Rend. Acad. Sci. Ser. C 1999, 2, 429-433.
6. O. Gräther, D. Arigoni, J. Chem. Soc. Chem. Commun. 1995, 405.
7. a) T. A. Langworthy in Biochemistry of Thermophily (Ed.: S. M. Friedman), Academic Press, New York, 1978, pp. 11-30;
8. b) A. Gliozzi, R. Rolandi, M. De Rosa, A. Gambacorta, J. Membrane Biol. 1983, 75, 45-56.
9. a) S. L. Lo, E. L. Chang, Biochem. Biophys. Res. Commun. 1990, 167, 238-243;
10. b) M. G. L. Elferink, J. G. de Wit, R. Demel, A. J. M. Driessen, W. N. Konings, J. Biol. Chem. 1992, 267, 1375-1381.
11. a) A. Gulik, V. Luzzati, M. De Rosa, A. Gambacorta, System. Appl. Microbiol. 1986, 7, 258-261;
12. b) V. Luzzati, A. Gulik, System. Appl. Microbiol. 1986, 7, 262-265;
13. c) Z. Mirghani, D. Bertoia, A. Gliozzi, M. De Rosa, A. Gambacorta, Chem. Phys. Lipids 1990, 55, 85-96.
14. F. M. Menger, X. Y. Chen, Tetrahedron Lett. 1996, 37, 323-326.
15. a) K. Yamauchi, A. Moriya, M. Kinoshita, Biochim. Biophys. Acta 1989, 1003, 151-160;
16. b) G. Lecollinet, R. Auzély-Velty, T. Benvegnu, G. Mackenzie, J. W. Goodby, D. Plusquellec, Chem. Commun. 1998, 1571-1572;
17. c) G. Wang, R. I. Hollingsworth, J. Org. Chem. 1999, 64, 4140-4147.
18. a) N. Plobeck, S. Eifler, A. Brisson, Y. Nakatani, G. Ourisson, Tetrahedron Lett. 1992, 33, 5249-5252;
19. b) G. Pozzi, V. Birault, B. Werner, O. Dannenmuller, Y. Nakatani, G. Ourisson, S. Terakawa, G. Pozzi, V. Birault, B. Werner, O. Dannenmuller, Y. Nakatani, G. Ourisson, S. Terakawa, Angew. Chem. 1996, 108, 190-192; Angew. Chem. Int. Ed. Engl. 1996, 35, 177-180.
20. b) G. Pozzi, V. Birault, B. Werner, O. Dannenmuller, Y. Nakatani, G. Ourisson, S. Terakawa, G. Pozzi, V. Birault, B. Werner, O. Dannenmuller, Y. Nakatani, G. Ourisson, S. Terakawa, Angew. Chem. 1996, 108, 190-192; Angew. Chem. Int. Ed. Engl. 1996, 35, 177-180.
21. K. Yamauchi, K. Togawa, M. Kinoshita, Bull. Chem. Soc. Jpn. 1993, 66, 2097-2100.
22. T. Eguchi, K. Ibaragi, K. Kakinuma, J. Org. Chem. 1998, 63, 2689-2698.
23. K. Arakawa, T. Eguchi, K. Kakinuma, J. Org. Chem. 1998, 63, 4741-4745.
24. L. C. Stewart, M. Kates, Chem. Phys. Lipids 1989, 50, 23-42.
25. S. Takano, K. Seya, E. Goto, M. Hirama, K. Ogasawara, Synthesis 1983, 116-117.
26. S. Takano, A. Kurotaki, Y. Sekiguchi, S. Satoh, K. Ogasawara, Synthesis 1986, 811-812.
27. T. Eguchi, K. Arakawa, T. Terachi, K. Kakinuma, J. Org. Chem. 1997, 62, 1924-1933.
28. a) P. Schwab, R. H. Grubbs, J. W. Ziller, J. Am. Chem. Soc. 1996, 118, 100-110;
29. b) E. L. Dias, S. T. Nguyen, R. H. Grubbs, J. Am. Chem. Soc. 1997, 119, 3887-3897.
30. Giant Vesicles (Eds.: P. L. Luisi, P. Walde), Wiley, Chichester, 1999.
31. M. De Rosa, A. Gambacorta, B. Nicolaus, B. Chappe, P. Albrecht, Biochim. Biophys. Acta 1983, 753, 249-256.
32. The straight-chain bola-amphiphilic lipid, 1,1′-dotriacontamethylenebis(2-hexyl-sn-glycero-3-phosphocholine), which gave sheetlike systems when pure, formed vesicle-like structures by addition of cholesterol. See ref. [9a].
33. F. M. Menger, S. J. Lee, Langmuir 1995, 11, 3685-3689.
34. Hyperlink http://www-hasylab.desy.de/facility/experimental stations/ stations/A2 Small Angle Scattering POLYP.htm
35. A. Gabriel, Rev. Sci. Instrum. 1977, 48, 1303-1305.
36. G. Rapp, A. Gabriel, M. Dosière, M. H. J. Koch, Nucl. Instrum. Meth. Phys. Res. 1995, A357, 178-182.
37. G. Rapp, R. S. Goody, J. Appl. Crystallogr. 1991, 24, 857-865.
38. M. Rappolt, G.Rapp, Ber. Bunsenges. Phys. Chem. 1996, 100, 1153-1162.