Synthesis of a pyridyl disulfide end-functionalized glycopolymer for conjugation to biomolecules and patterning on gold surfaces

Vimary Vázquez-Dorbatt, Zachary P. Tolstyka, Chien Wen Chang, Heather D. Maynard

Research output: Contribution to journalArticlepeer-review

68 Scopus citations

Abstract

A pyridyl disulfide end-functionalized polymer with N-acetyl-D-glucosamine pendant side-chains was synthesized by atom transfer radical polymerization (ATRP). The glycopolymer was prepared from a pyridyl disulfide initiator catalyzed by a Cu(I)/Cu(II)/2,2′-bipyridine system in a mixture of methanol and water at 30°C. The final polymer had a number-average molecular weight (Mn) of 13.0 kDa determined by 1H NMR spectroscopy and a narrow polydispersity index (1.12) determined by gel permeation chromatography (GPC). The pyridyl disulfide endgroup was then utilized to conjugate the glycopolymer to a double-stranded short interfering RNA (siRNA). Characterization of the glycopolymer-siRNA by polyacrylamide gel electrophoresis (PAGE) showed 97% conjugation. The activated disulfide polymer was also patterned on gold via microcontact printing. The pyridyl disulfide allowed for ready immobilization of the glycopolymer into 200 μm sized features on the surface.

Original languageEnglish (US)
Pages (from-to)2207-2212
Number of pages6
JournalBiomacromolecules
Volume10
Issue number8
DOIs
StatePublished - Aug 10 2009

Fingerprint Dive into the research topics of 'Synthesis of a pyridyl disulfide end-functionalized glycopolymer for conjugation to biomolecules and patterning on gold surfaces'. Together they form a unique fingerprint.

Cite this