Toward non-toxic antifouling: Synthesis of hydroxy-cinnamic acid-, sulfate-, and zosteric acid-labeled poly[3-hydroxyalkanoates]

Biomacromolecules

Volumn 5, Issue 4, 2004, Pages 1452-1456

  Hany, Roland ^a   Böhlen, Christine ^a   Geiger, Thomas ^a   Schmid, Manfred ^a   Zinn, Manfred ^a  

^a SWISS FEDERAL LABORATORIES FOR MATERIALS SCIENCE AND TECHNOLOGY   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; BACTERIA; CHEMICAL BONDS; FOULING; POLYESTERS; SYNTHESIS (CHEMICAL); TOXICITY;

ANTIFOULING; THIOETHERS;

ORGANIC ACIDS;

ALKANOIC ACID; COUMARIC ACID; FLUORIDE; SILANE DERIVATIVE; SULFATE; SULFIDE; TETRABUTYLAMMONIUM; UNDECANOL;

ADDITION REACTION; ARTICLE; BIOFOULING; CHEMICAL ANALYSIS; CHEMICAL BOND; CHEMICAL PROCEDURES; CHEMICAL STRUCTURE; CONTROLLED STUDY; GEL PERMEATION CHROMATOGRAPHY; MOLECULAR WEIGHT; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; SULFATION; SYNTHESIS;

ACIDS; BIOFILMS; CINNAMATES; HYDROXY ACIDS; MOLECULAR STRUCTURE; POLYESTERS; PSEUDOMONAS PUTIDA; SULFATES; TOXICITY TESTS;

BACTERIA (MICROORGANISMS);

EID: 4143109134     PISSN: 15257797     EISSN: None     Source Type: Journal    
DOI: 10.1021/bm049962e     Document Type: Article

References (26)

1. Zinn, M.; Zimmermann, R. C.; White, D. C. In Biofilms: Recent Advances in Their Study and Control; Evans, L. V., Ed.; Harwood Academic Publishers: Chichester, U.K., 2000; pp 361-380.
2. Thölmann, D.; Kossmann, B.; Sosna, F. Europ. Coatings J. 2003, 1-2, 16.
3. Berlot, S.; Aissaoui, Z.; Pavon-Djavid, G.; Belleney, J.; Jozefowicz, M.; Hélary, G.; Migonney, V. Biomacromolecules 2002, 3, 63.
4. Tiller, J. C.; Lee, S. B.; Lewis, K.; Klibanov, A. M. Biotechnol. Bioeng. 2002, 79 (4), 465.
5. Lin, J.; Qiu, S.; Lewis, K.; Klibanov, A. M. Biotechnol. Bioeng. 2003, 83 (2), 168.
6. Cunliffe, D.; Smart, C. A.; Tsibouklis, J.; Young, S.; Alexander, C.; Vulfson, E. N. Biotechnol. Lett. 2000, 22, 141.
7. Bearinger, J. P.; Terrettaz, S.; Michel, R.; Tirelli, N.; Vogel, H.; Textor, M.; Hubbell, J. A. Nat. Mater. 2003, 2, 259.
8. Jon, S.; Seong, J.; Khademhosseini, A.; Tran, T.-N. T.; Laibinis P. E.; Langer, R. Langmuir 2003, 19 (24), 9989.
9. Todd, J. S.; Zimmerman, R. C.; Crews, Ph.; Alberte, R. S. Phytochemistry 1993, 34, 401.
10. Steinbüchel, A.; Valentin, H. E. FEMS Microbiol. Lett. 1995, 128, 219.
11. Savenkova, L.; Gercberga, Z.; Muter, O.; Nikolaeva, V.; Dzene, A.; Tupureina, V. Process Biochem. 2002, 37, 719.
12. Yu, J. Biofouling 2003, 19 (Suppl.), 83.
13. Dufresne, A.; Reche, L.; Marchessault, R. H.; Lacroix, M. Int. J. Biol. Macromol. 2001, 29, 73.
14. de Koning, G. J. M.; van Bilsen, H. M. M.; Lemstra, P. J.; Hazenberg, W.; Witholt, B.; Preusting, H.; van der Galien, J. G.; Schirmer, A.; Jendrossek, D. Polymer 1994, 35, 2090.
15. Hazer, B.; Demirel, S. I.; Borcakli, M.; Eroglu, M. S.; Cakmak, M.; Erman, B. Polym. Bull. (Berlin) 2001, 46, 389.
16. Bear, M.-M.; Leboucher-Durand, M.-A.; Langlois, V.; Lenz, R. W.; Goodwin, S.; Guerin, P. React. Functi. Polym. 1997, 34, 65.
17. Lee, M. Y.; Park, W. H.; Lenz, R. W. Polymer 2000, 41, 1703.
18. Kurth, N.; Renard, E.; Brachet, F.; Robic, D.; Guerin, P.; Bourbouze, R. Polymer 2002, 43, 1095.
19. Stigers, D. J.; Tew, G. N. Biomacromolecules 2003, 4, 193.
20. Hany, R.; Böhlen, Ch.; Geiger, T.; Hartmann, R.; Kawada, J.; Schmid, M.; Zinn, M.; Marchessault, R. H. Macromolecules 2004, 37, 385.
21. Durner, R.; Zinn, M.; Witholt, B.; Egli, T. Biotechnol. Bioeng. 2001, 72, 278.
22. Zimmerman, R. C., Moss Landing Marine Laboratories, 8272 Moss Landing Rd, Moss Landing, CA 95039.
23. Matsuno, M.; Nagatsu, A.; Ogihara, Y.; Mizukami, H. Chem. Pharm. Bull. 2001, 49, 1644.
24. Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis; John Wiley & Sons: New York, 1999; Chapter 3.
25. Wilson, N. S.; Keay, B. A. Tetrahedron Lett. 1997, 38, 187.
26. Geiger, T.; et al., Polym. Bull. (Berlin) manuscript in preparation. Zinn, M.; et al. Biofouling manuscript in preparation.