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

Synthesis of a pyridyl disulfide end-functionalized glycopolymer for conjugation to biomolecules and patterning on gold surfaces.
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DOI:
10.1021/bm900395h
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发表时间:
2009-08-10
期刊:
影响因子:
6.2
通讯作者:
Maynard, Heather D.
Maynard, Heather D.
中科院分区:
化学2区
文献类型:
--
作者:
Vazquez-Dorbatt, Vimary;Tolstyka, Zachary P.;Chang, Chien-Wen;Maynard, Heather D.

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采用原子转移自由基聚合(ATRP)方法合成了N-乙酰-D-氨基葡萄糖侧链端基二硫基吡啶聚合物。在甲醇和水的混合溶剂中,以铜(I)/铜(II)/2,2‘-联吡啶体系为催化剂,以吡啶二硫化物为引发剂合成了糖基共聚物。1H核磁共振波谱测得最终聚合物的数均相对分子质量(MN)为13.0 kDa,凝胶渗透色谱(GPC)测得窄分布指数(1.12)。然后利用吡啶二硫基端基将糖共聚物连接到双链短干扰RNA(SiRNA)上。用聚丙烯酰胺凝胶电泳法(PAGE)对糖共聚物-siRNA进行了表征,结果显示97%的偶联率。活化的二硫化物聚合物也通过微接触印刷在金上形成图案。吡啶二硫化物使糖共聚物能够随时固定到表面200微米大小的特征中。
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. 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 end-group 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.
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