Synthesis of a novel fluorescent poly(D,L-lactide) end-capped with 1-pyrenebutanol used for the preparation of nanoparticles.

A new fluorescent polymer based on D,L-lactic acid units end-capped with 1-pyrenebutanol (PLAP) was synthesized by ring-opening polymerization. PLAP having different molecular weight could be obtained by varying the ratio of D,L-lactide and 1-pyrenebutanol. Fluorescent nanoparticles (NP) were prepared using blends of poly(D,L-lactic acid) (PLA) and the new PLAP of 6 kDa by the salting-out process. Incubation of these nanoparticles with human blood monocytes was performed in serum and the cell-associated fluorescence was analysed by flow cytometry. Monocytes in contact with NP containing increasing amounts of PLAP showed a regular increase of the fluorescence. Cells incubated with NP containing 5% (w/w) of PLAP showed high signals of fluorescence with no possible overlap with those given by blank monocytes. This demonstrated that flow cytometry performed in the UV domain was very specific. In addition, the results of cytotoxicity tests using a MTT assay method indicated that PLAP did not increase the cytotoxicity when incorporated into PLA nanoparticles.