Journal
BIOCONJUGATE CHEMISTRY
Volume 21, Issue 2, Pages 248-254Publisher
AMER CHEMICAL SOC
DOI: 10.1021/bc900253p
Keywords
-
Categories
Funding
- Core Research for Evolutional Science and Technology (CREST)
- Japan Science and Technology Agency (JST)
Ask authors/readers for more resources
Versatile route for click chemistry compatible heterobifunctional PEGS was established through preparation of alpha-tetrahydropyranyloxy-omega-hydroxyl poly(ethylene glycol) (THP-PEG-OH) via ring-opening polymerization of ethylene oxide using 2-(tetrahydro-2H-pyran-2-yloxy)ethanol as an initiator, followed by the functionalization of omega-OH group to either the azido or alkyne group. Quantitative azidation of THP-PEG-OH was confirmed froth the analysis of molecular functionality of the derivatives. While the conversion efficiency of omega-alkynation was appropriately 70%, the unreacted THP-PEG-OH fraction was successfully removed by ion-exchange chromatography after the carboxylation of the hydroxyl group with succinic anhydride. Then, the protecting group of the alpha-end, THP, was removed in mild acidic media, followed by two- or three-step modification of the resulting alpha-hydroxyl group to primary amino or thiol groups. Consequently, click chemistry compatible heterobifunctional PEG derivatives (X-PEG-Y; X = NH2 and SH, Y =Azide and Alkyne) were synthesized with high efficiency and controlled molecular weight.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available