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Journal Article

Highly branched poly(L-lysine)

MPS-Authors
http://pubman.mpdl.mpg.de/cone/persons/resource/persons47919

Gatti,  M.
MPI for Polymer Research, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons48195

Klok,  Harm-Anton
MPI for Polymer Research, Max Planck Society;

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Citation

Rodriguez-Hernandez, J., Gatti, M., & Klok, H.-A. (2003). Highly branched poly(L-lysine). Biomacromolecules, 4(2), 249-258.


Cite as: http://hdl.handle.net/11858/00-001M-0000-000F-6275-1
Abstract
This paper describes the synthesis of several novel water- soluble highly branched polypeptides. The synthesis starts with the ring-opening polymerization of ε-benzyloxycarbonyl-L-lysine N-carboxyanhydride (Z-Lys NCA) or ε-trifluoroacetyl-L-lysine N-carboxyanhydride (TFA-Lys NCA), followed by end functionalization of the peptide chain with Nα,Nε-di(9-fluorenylmethoxycarbonyl)-L-lysine (Nα,Nε-diFmoc Lys). Deprotection of the Nα,Nε-diFmoc Lys end group affords two new primary amine groups that can initiate the polymerization of a second generation of branches. Repetition of this ring-opening polymerization-end functionalization sequence affords highly branched poly(ε-benzyloxycarbonyl-L-lysine) (poly(Z-Lys)) and poly(ε-trifluoroacetyl-L-lysine) (poly(TFA-Lys)) in a small number of straightforward synthetic steps. Removal of the side-chain protective groups yields water-soluble and highly branched poly(L-lysine)s, which may be of potential interest for a variety of medical applications.