Water-Soluble Polyglycerol Dendrimers with Two Orthogonally Reactive Core Functional Groups for One-Pot Functionalization.

Water-Soluble Polyglycerol Dendrimers with Two Orthogonally Reactive Core Functional Groups for One-Pot Functionalization.
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具有两个正交反应性核心官能团的水溶性聚甘油树枝状聚合物,用于一锅法官能化。

DOI:
10.1021/acs.macromol.5b00164
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发表时间:
2015
期刊:
影响因子:
5.5
通讯作者:
Zimmerman,StevenC
Zimmerman,StevenC
中科院分区:
化学1区
文献类型:
--
作者:
Yang,SiKyung;Zimmerman,StevenC

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报道了以两个正交官能团为核心的水溶性聚甘油树枝状聚合物的合成。这两个基团,即叠氮基和胺基,分别对炔烃和活化的酯部分具有高度反应性。两个化学反应的正交性通过定量地结合任一基团、独立于另一基团且以任一顺序共轭的能力来证明。叠氮核和胺核树枝状聚合物的正交官能化可以通过逐步或一锅合成方案来完成。所有所得的双功能树枝状聚合物都完全溶于水,因为表面装饰有 48 个羟基的水溶性树枝状支架成功地溶解了疏水性荧光团和靶向基团。
The synthesis of a water-soluble polyglycerol dendrimer with two orthogonal functional groups at the core is reported. The two groups, an azide and amine group, are highly reactive toward alkyne and activated ester moieties, respectively. The orthogonality of the two chemical reactions is demonstrated by the ability to conjugate quantitatively either group, independent of the other and in either order. The orthogonal functionalization of the azide- and amine-cored dendrimer can be accomplished in a stepwise or a one-pot synthetic protocol. All resulting bifunctional dendrimers are fully soluble in water as the water-soluble dendritic scaffold decorated with 48 hydroxyl groups on the surface successfully solubilizes both the hydrophobic fluorophore and targeting group.
DOI: 10.1021/ja994363e
发表时间: 2000-03-29
影响因子: 15
作者:
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通讯作者: Stumbé, JF
DOI: 10.1021/jo0481304
发表时间: 2005-03-18
影响因子: 3.6
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DOI: 10.1021/ol026746e
发表时间: 2002
期刊: Organic letters
影响因子: 5.2
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期刊: ORGANIC LETTERS
影响因子: 5.2
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期刊: MACROMOLECULES
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