A practical synthesis of Nε-monomethoxypoly(ethylene glycol)carbonyl-L-lysine hydrochloride: A precursor to chiral and mixed branched pegylated reagents

Macromolecules

Volumn 42, Issue 4, 2009, Pages 908-912

  Van Arnum, Susan D ^a   Niemczyk, Henry J ^a  

^a API Inc   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

[CARBONYL; HYDROCHLORIDE SALTS; L-LYSINE; L-LYSINE HYDROCHLORIDE; TWO-STEP SYNTHESIS;

AMINO ACIDS; CARBONYLATION; ETHYLENE; POLYETHYLENE GLYCOLS;

ETHYLENE GLYCOL;

EID: 66549084741     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma802283m     Document Type: Article

References (21)

1. Harris, J. M.; Chess, R. H. Nat. Rev. Drug Discov. 2003, 2, 214-221.
2. Pasut, G.; Veronese, F. M. Adv. Polym. Sci. 2006, 192, 95-134.
3. Dhalluin, C.; Ross, A.; Leuthhold, L.-A.; Foser, S.; Gsell, B.; Müller, F.; Senn, H. Bioconjugate Chem. 2005, 16, 504-517, and references cited therein.
4. Monfardini, C.; Schiacvon, O.; Caliceti, P.; Morpurgo, M.; Harris, J. M.; Veronese, F. M. Bioconjugate Chem. 1995, 6, 62-69.
5. Guiiotta, A.; Canevari, M.; Pozzobon, M.; Moro, S.; Orsolini, P.; Veronese, F, M Bioorg. Med. Chem. Lett. 2004, 12, 5031-5037.
6. Fee, C. J. Biotechnol. Bioeng. 2007, 98, 725-731.
7. Niemczyk, H. J.; Van Arnum, S. D. US Patent Appl. Pub. No. US 2008/0234497, September 25, 2008.
8. Wei, J.; Huang, J. Macromolecules 2005, 38, 1107-1113.
9. Li, X.-Q.; Lei, J.-D.; Su, Z.-G.; Ma, G.-H. Proc. Biochem. 2007, 42, 1625-1631.
10. Felix, A. M. J. Org. Chem. 1974, 39, 1427-1429.
11. Felix, A. M.; Bandaranayake, R. M. J. Peptide Res. 2004, 63, 85-90.
12. Felix, A. M.; Bandaranayake, R. M. J. Peptide Res. 2005, 65, 71-76.
13. Dent, W. H., III; Erickson, R. M.; Fields, S. C.; Parker, M. H.; Tromiczak, E. G. Org. Lett. 2002, 4, 1249-1251.
14. Syed, B. M.; Gustafsson, T.; Kihlberg, J. Tetrahedron 2004, 60, 5571-5575.
15. Schade, D.; Töpker-Lehmann, K.; Kotthaus, J.; Clement, B. J. Org. Chem. 2008, 73, 1025-1030.
16. Walker, W. H.; Rokita, S. E. J. Org. Chem. 2003, 63, 1563-1566.
17. Najera, C.; Sansano, J. M. Chem. Rev. 2007, 107, 4584-4671.
18. Carpino, L. A.; El-Faham, A. J. Org. Chem. 1994, 59, 695-698.
19. Wang, S.-S.; Merrified, R. B. J. Am. Chem. Soc. 1969, 91, 6488-6491.
20. Miron, T.; Wilchek, M. Bioconjugate Chem. 1993, 4, 568-569.
21. Niemczyk, H. J.; Van Arnum, S. D. Anal. Chim. Acta 2008, 615, 88-95.