We report a one-pot synthesis of ABC triblock copolymers of poly(ethylene glycol)− (PEG−) polystyrene− (PS−) poly(methyl methacrylate) (PMMA), and poly(ε-caprolactone)− (PCL−) PS−PMMA by combining in situ click [3 + 2] and Diels−Alder [4 + 2] reactions. For this purpose, furan-protected maleimide end-functionalized PMMA, PS with α-anthracene and ω-azide end-functionality, and PEG or PCL with an alkyne end-functional group were reacted in N,N-dimehtylformamide (DMF) for 36 h at 120 °C in order to give the corresponding triblock copolymers. All polymeric precursors with narrow molecular weight distribution and well-defined chain-end functionalities were achieved from living polymerization methods, except PEG. The obtained polymers were characterized by 1H NMR (250 MHz), gel permeation chromatography (GPC), and differential scanning calorimetry (DSC) measurements.

Fructose transporter GLUT5 is overexpressed in breast cancer cell lines, but not in healthy tissue. Micelles based on fructose, which were found to be low fouling, showed a high uptake by breast cancer cells (MCF-7 and MDA-MB-231 cells), but only negligible uptake by macrophages.

The double click reactions (Cu catalyzed Huisgen and Diels-Alder reactions) were used as a new strategy for the preparation of well-defined heterograft copolymers in one-pot technique. The synthetic strategy to the various stages of this work is outlined: (i) preparing random copolymers of styrene (St) and p-chloromethylstyrene (CMS) (which is a functionalizable monomer) via nitroxide mediated radical polymerization (NMP); (ii) attachment of anthracene functionality to the preformed copolymer by the o-etherification procedure and then conversion of the remaining ACH 2 Cl into azide functionality; (iii) by using double click reactions in one-pot technique, maleimide end-functionalized poly(methyl methacrylate) (PMMA-MI) via atom transfer radical polymerization (ATRP) of MMA and alkyne end-functionalized poly (ethylene glycol) (PEG-alkyne) were introduced onto the copolymer bearing pendant anthryl and azide moieties. V V C 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 6969-6977, 2008