Dendritic-graft polypeptides

Macromolecules

Volumn 35, Issue 23, 2002, Pages 8718-8723

  Klok, Harm Anton ^a   Rodríguez Hernández, Juan ^a  

^a MAX PLANCK INSTITUTE FOR POLYMER RESEARCH   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

DENDRITIC POLYPEPTIDES; GRAFT POLYPEPTIDES; SYNTHETIC STRATEGY;

COPOLYMERIZATION; DERIVATIVES; GRAFT COPOLYMERS; GRAFTING (CHEMICAL); MOLECULAR WEIGHT; PURIFICATION; RING OPENING POLYMERIZATION;

POLYPEPTIDES;

EID: 0037027603     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma020857b     Document Type: Article

References (37)

1. (a) Posnett, D. N.; McGrath, H.; Tam, J. P. J. Biol. Chem. 1988, 263, 1719-1725.
2. Tam, J. P. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 5409-5413.
3. Tam, J. P. J. Immunol. Methods 1996, 196, 17-32.
4. (a) Chapman, T. M.; Hillyer, G. L.; Mahan, E. J.; Schaffer, K. A. J. Am. Chem. Soc. 1994, 116, 11195-11196.
5. (b) Choi, J. S.; Lee, E. J.; Choi, Y. H.; Yeong, Y. J.; Park, J. S. Bioconjugate Chem. 1999, 10, 62-65.
6. Choi, J. S.; Joo, D. K.; Kim, C. H.; Kim, K.; Park, J. S. J. Am. Chem. Soc. 2000, 122, 474-480.
7. Qualmann, B.; Kessels, M. M.; Musiol, H.-J.; Sierralta, W. D.; Jungblut, P. W.; Moroder, L. Angew. Chem. 1996, 108, 970-973.
8. Nicolle, G. M.; Tóth, É.; Schmitt-Willich, H.; Radüchel, B.; Merbach, A. E. Chem. Eur. J. 2002, 8, 1040-1048.
9. ε- di(tert-butoxycarbonyl)-L-lysin: (a) Denkewater, R. G.; Kolc, J. F.; Lukasavage, W. J. (Allied Corp.), U.S. US 4,410,688, [Chem. Abstr. 1984, 100, 103907p].
10. (b) Denkewalter, R. G.; Kolc, J. F.; Lukasavage, W. J. (Allied Corp.), U.S. US 4,289,872, 1981 [Chem. Abstr. 1985, 102, 79324q].
11. (c) Aharoni, S. M.; Murthy, N. S. Polym. Commun. 1983, 24, 132-136.
12. (a) Sela, M.; Fuchs, S.; Arnon, R. Biochem. J. 1962, 85, 223-235.
13. (b) Yaron, A.; Berger, A. Biochim. Biophys. Acta 1965, 107, 307-332.
14. (c) Sakamoto, M.; Kuroyanagi, Y. J. Polym. Sci., Polym. Chem. Ed. 1978, 16, 1107-1122.
15. (d) Sakamoto, M.; Kuroyanagi, Y.; Sakamoto, R. J. Polym. Sci., Polym. Chem. Ed. 1978, 16, 2001-2017.
16. (e) Mezö, G.; Kajtar, J.; Szekerke, M.; Hudecz, F. Biopolymers 1997, 42, 719-730.
17. Mezö, G.; Reményi, J.; Kajtár, J.; Barna, K.; Gaál, D.; Hudecz, F. J. Controlled Release 2000, 63, 81-95.
18. For reviews on the synthesis and polymerization of α-amino acid N-carboxyanhydrides,: (a) Kricheldeorf, H. R. α-Amino Acid N-carboxyanhydrides and related heterocycles; Springer-Verlag: Berlin, 1987.
19. (b) Deming, T. J. Adv. Mater. 1997, 9, 299-311.
20. (c) Deming, T. J. J. Polym. Sci., Part A: Polym. Chem. 2000, 38, 3011-3018.
21. Tomalia, D. A.; Hedstrand, D. M.; Ferritto, M. S. Macromolecules 1991, 24, 1435-1438.
22. Gauthier, M.; Möller, M. Macromolecules 1991, 24, 4548-4553.
23. Hempenius, M. A.; Michelberger, W.; Möller, M. Macromolecules 1997, 30, 5602-5605.
24. Grubbs, R. B.; Hawker, C. J.; Dao, J.; Fréchet, J. M. J. Angew. Chem., Int. Ed. Engl. 1997, 36, 270-272.
25. Wilder, R.; Mobashery, S. J. Org. Chem. 1992, 57, 2755-2756.
26. Poché, D. S.; Moore, M. J.; Bowles, J. L. Synth. Commun. 1999, 29, 843-854.
27. Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis, 3rd ed.; John Wiley & Sons: New York, 1999.
28. The combination of BOC and Z protective groups has been explored previously in peptide synthesis. However, conflicting results have been reported with respect to the loss of Z groups during acidolysis of BOC groups. For example, Grahl-Nielsen and Tritsch (Biochemistry 1969, 8, 187-192)
29. 3COOH.
30. Birchall, A. C.; North, M. Chem. Commun. 1335-1336.
31. H NMR resonances were assigned according to earlier published data on L-lysine oligomers: van Dijk-Wolthuis, W. N. E.; van de Water, L.; van de Wetering, P.; van Steenbergen, M. J.; Kettenes-van den Bosch, J. Schuyl, W. J. W.; Hennink, W. E. Macromol. Chem. Phys. 1997, 198, 3893-3906.
32. Erickson, B. W.; Merrifield, R. B. J. Am. Chem. Soc. 1973, 95, 3757-3763.
33. (a) Fischer, M.; Vögtle, F. Angew. Chem., Int. Ed. 1999, 38, 884-905.
34. (b) Bosman, A. W.; Janssen, H. M.; Meijer, E. W. Chem. Rev. 1999, 99, 1665-1688.
35. Hummelen, J. C.; van Dongen, J. L. J.; Meijer, E. W. Chem. Eur. J. 1997, 3, 1489-1493.
36. (a) Klok, H.-A.; Rodriguez Hernandez, J.; Becker, S.; Müllen, K. J. Polym. Sci., Part A: Polym. Chem. 2001, 39, 1572-1583.
37. (b) Lecommandoux, S.; Achard, M.-F.; Langenwalter, J. F.; Klok, H.-A. Macromolecules 2001, 34, 9100-9111.