Synthesis and characterization of a fluorescent water-soluble paclitaxel prodrug.
A fluorescence susceptible water-soluble paclitaxel was synthesized by a condensation reaction between PEGylated paclitaxel (namely, PP7) and 1-pyrene butyric acid (PBA) in order to obtain a better understanding of the mechanism of action of paclitaxel as well as of the environment of the paclitaxel-binding site. The reaction was performed successfully and the resulting paclitaxel was characterized by FT-NMR, analytical-HPLC, UV spectro photometry, and fluorescence spectrometry. The synthesized paclitaxel analogue showed a high susceptibility to fluorescence in both excitation and emission spectra. And we have investigated the time-resolved fluorescence behavior of them in different solvents and at different excitation wavelengths.
Sohn
Jeong-Sun
JS
Department of Polymer Science and Engineering, Chosun University, Gwangju 501-759, Korea.
Choi
Eun-Sun
ES
Jo
Byung-Wook
BW
Hess
Michael
M
Han
Song-Hee
SH
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry; D005456:Fluorescent Dyes / Q000737:chemistry*; D017239:Paclitaxel / Q000737:chemistry*; D011355:Prodrugs / Q000737:chemistry*; D012995:Solubility; D013194:Staining and Labeling / Q000379:methods; D014867:Water / Q000737:chemistry*
D000972:Antineoplastic Agents, Phytogenic; D005456:Fluorescent Dyes; D011355:Prodrugs; D014867:Water; D017239:Paclitaxel