Vesicles and polymerized vesicles from thiophene-containing rod-coil block copolymers

Angewandte Chemie - International Edition

Volumn 42, Issue 7, 2003, Pages 772-776

  Vriezema, Dennis M ^a   Hoogboom, Johan ^a   Velonia, Kelly ^a   Takazawa, Ken ^a   Christianen, Peter C M ^a   Maan, Jan C ^a   Rowan, Alan E ^a   Nolte, Roeland J M ^a  

^a RADBOUD UNIVERSITY NIJMEGEN   (Netherlands)

Author keywords

Block copolymers; Enzymes; Polyisocyanides; Vesicles

Indexed keywords

CATALYSIS; ENZYMES; ORGANIC SOLVENTS; POLYMERIZATION; SKIN;

MICROREACTORS;

COPOLYMERS;

COPOLYMER; ORGANIC SOLVENT; ROD COIL BLOCK COPOLYMER; THIOPHENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; ENZYME ACTIVE SITE; ENZYME LOCALIZATION; ENZYME MECHANISM; MEMBRANE PERMEABILITY; MEMBRANE VESICLE; MICROREACTOR; MOLECULAR DYNAMICS; POLYMERIZATION; REACTOR; SKIN; STRUCTURE ANALYSIS;

AMINO ACIDS; CANDIDA; LIPASE; MICROSCOPY, ELECTRON; POLYMERS; THIOPHENES;

EID: 0037450067     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200390204     Document Type: Article

References (28)

1. a) M. Lee, B.-K. Cho, W.-C. Zin, Chem. Rev. 2001, 101, 3869;
2. b) B. M. Discher, D. A. Hammer, F. S. Bates, D. E. Discher, Curr. Opin. Colloid Interface Sci. 2000, 5, 125.
3. N. S. Cameron, M. K. Corbierre, A. Eisenberg, Can. J. Chem. 1999, 77, 1311.
4. a) L. Zhang, K. Yu, A. Eisenberg, Science 1996, 272, 1777;
5. b) S. A. Jenekhe, X. L. Chen, Science 1998, 279, 1903.
6. a) J. Liu, E. Sheina, T. Kowalewski, R. D. McCullough, Angew. Chem. 2002, 114, 339; Angew Chem Int Ed 2002 41 329;
7. a) J. Liu, E. Sheina, T. Kowalewski, R. D. McCullough, Angew. Chem. 2002, 114, 339; Angew Chem Int Ed 2002 41 329;
8. b) B. de Boer, U. Stalmach, H. Nijland, G. Hadziioannou, Adv. Mater. 2000, 12, 1581;
9. c) B. Jeong, Y. H. Bae, D. S. Lee, S. W. Kim, Nature 1997, 388, 860.
10. J. J. L. M. Cornelissen, M. Fischer, N. A. J. M. Sommerdijk, R. J. M. Nolte, Science 1998, 280, 1427.
11. J. J. L. M. Cornelissen J. J. J. M. Donners, R. de Gelder, W. S. Graswinckel, G. A. Metselaar, A. E. Rowan, N. A. J. M. Sommerdijk, R. J. M. Nolte, Science 2001, 293, 676.
12. P. Samorí, C. Ecker, I. Gössl, P. A. J. de Witte, J. J. L. M. Cornelissen, G. A. Metselaar, M. B. J. Otten, A. E. Rowan, R. J. M. Nolte, J. P. Rabe, Macromolecules 2002, 35, 5290.
13. Polymerized vesicles were prepared from low-molecular-weight surfactants, for a review see: H. Ringsdorf, B. Schlarb, J. Venzmer, Angew. Chem. 1988, 100, 117; Angew. Chem. Int. Ed. Engl. 1988, 27, 113.
14. Polymerized vesicles were prepared from low-molecular-weight surfactants, for a review see: H. Ringsdorf, B. Schlarb, J. Venzmer, Angew. Chem. 1988, 100, 117; Angew. Chem. Int. Ed. Engl. 1988, 27, 113.
15. During the preparation no extra energy, for example, from stirring or sonication, was put into the suspension.
16. -4M ethidium bromide in water, with a final THF/ water ratio of 1:5 (v/v). This mixture was allowed to equilibrate over 50 h before purification by Sephadex gel chromatography. A fluorescence detector at 280 nm was used to monitor the fractions. The vesicles with entrapped ethidium bromide had a retention time of 3 h; the nonincluded dye had a retention time of 56 h.
17. a) L. Luo, A. Eisenberg, Langmuir 2001, 17, 6804;
18. b) M. Maskos, J. R. Harris, Macromol. Rapid Commun. 2001, 22, 271.
19. J.-K. Lee, B. R. Lentz, Biochemistry 1997, 36, 6251.
20. 3 reference electrode, a platinum counter electrode, and an ITO plate as the working electrode, was used for the electrochemical polymerizations. Acetonitrile served as the solvent and tetrabutylammoniumhexafluorophosphate was added as the electrolyte. The polymerization was carried out under an inert atmosphere of nitrogen.
21. In acetonitrile, in which the electrochemical experiments were conducted, the vesicles shrink, but do not collapse or fall apart.
22. B. P. Sullivan, D. J. Salmon, T. J. Meyer, J. Peedin, Inorg. Chem. 1979, 18, 3369.
23. We found that BRP-H is also a polymerization catalyst for other thiophenes, for example, 3-dodecyl-thiophene.
24. Handbook of Oligo- and Polythiophenes (Ed.: D. Fichou), Wiley-VCH, Weinheim, 1999.
25. D. Dini, F. Decker, F. Andreani, E. Salatelli, P. Hapiot, Polymer 2000, 41, 6473.
26. In the measurement setup an argon ion laser beam was focused by a 25 microscope objective to a 50 μm diameter spot on the sample. The fluorescence emission was imaged by a 50 objective on a CCD camera.
27. No UV/Vis spectrum could be recorded from a single vesicle, nor from a suspension of vesicles, because of scattering problems.
28. -1 solution of CAL B enzymes; the final water/ THF ratio was 12:1 (v/v). After the mixture was left for two days to equilibrate, it was dialyzed to dispose of all nonincluded enzymes.