Efficient synthesis of linear multifunctional poly(ethylene glycol) by copper(I)-catalyzed Huisgen 1,3-dipolar cycloaddition

Xin Ming Liu, Ashish Thakur, Dong Wang

Research output: Contribution to journalArticle

73 Citations (Scopus)

Abstract

Poly(ethylene glycol) (PEG) is a versatile biocompatible polymer. Improvement of its limited functionality (two chain termini) may significantly expand its current applications. In this communication, a simple and yet highly efficient strategy for the synthesis of linear multifunctional PEGs with "click" chemistry is reported. A short acetylene-terminated PEG was linked by 2,2-bis(azidomethyl)propane-1,3-diol using Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition in water at room temperature. High-molecular-weight PEGs with pendant hydroxyl groups were obtained and characterized by 1H NMR and size-exclusion chromatography. A prototype bone-targeting polymeric drug delivery system was also successfully synthesized based on this new method. It demonstrates strong biomineral-binding ability and the ease of incorporating therapeutic agents into the delivery system. This simple "click" reaction approach provides a useful tool for the development of novel functional polymers and their conjugates for biomedical applications.

Original languageEnglish (US)
Pages (from-to)2653-2658
Number of pages6
JournalBiomacromolecules
Volume8
Issue number9
DOIs
StatePublished - Sep 1 2007

Fingerprint

Cycloaddition
Ethylene Glycol
Cycloaddition Reaction
Polyethylene glycols
Copper
Polymers
Click Chemistry
Acetylene
Propane
Drug Delivery Systems
Hydroxyl Radical
Gel Chromatography
Molecular Weight
Bone and Bones
Temperature
Water
Functional polymers
Size exclusion chromatography
Bone
Molecular weight

ASJC Scopus subject areas

  • Bioengineering
  • Biomaterials
  • Polymers and Plastics
  • Materials Chemistry

Cite this

Efficient synthesis of linear multifunctional poly(ethylene glycol) by copper(I)-catalyzed Huisgen 1,3-dipolar cycloaddition. / Liu, Xin Ming; Thakur, Ashish; Wang, Dong.

In: Biomacromolecules, Vol. 8, No. 9, 01.09.2007, p. 2653-2658.

Research output: Contribution to journalArticle

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