Design and Synthesis of a Multivalent Heterobifunctional CD22 Ligand as a Potential Immunomodulator

Design and Synthesis of a Multivalent Heterobifunctional CD22 Ligand as a Potential Immunomodulator
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DOI:
10.1055/s-0030-1260151
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发表时间:
2011-09-01
影响因子:
2.6
通讯作者:
Kiso, Makoto
Kiso, Makoto
中科院分区:
化学4区
文献类型:
--
作者:
Abdu-Allah, Hajjaj H. M.;Watanabe, Kozo;Kiso, Makoto

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我们描述了与三价硝基酚(十聚体抗硝基酚免疫球蛋白M的配体)缀合的三价CD22配体的设计和合成。为了生成这样的双功能配体,我们设计并制备了两个具有不同末端功能的合成构建块。这些化合物的偶联提供了三价叠氮化物封端的支架。通过使用点击化学将支架与炔封端的CD22配体连接,得到目标三价簇。我们预计,我们的配体将是有价值的各种应用,包括靶向B细胞和调节体液免疫反应。
We describe the design and synthesis of a trivalent CD22 ligand conjugated with a trivalent nitrophenol (ligand for decameric anti-nitrophenol immunoglobulin M). To generate such a bifunctional ligand, we designed and prepared two synthetic building blocks possessing different terminal functionalities. Coupling of these compounds afforded a trivalent azide-terminated scaffold. Ligation of the scaffold with an alkyne-terminated CD22 ligand by the use of click chemistry afforded the target trivalent cluster. We anticipate that our ligand will be valuable in a variety of applications, including targeting B cells and modulation of the humoral immune response.