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

作者：Abdu Allah Hajjaj H M^*; Watanabe Kozo; Daikoku Shusaku; Kanie Osamu; Tsubata Takeshi; Ando Hiromune; Ishida Hideharu; Kiso Makoto

来源：Synthesis (Germany), 2011, 2011(18): 2968-2974.

DOI：10.1055/s-0030-1260151

• bifunctional ligand
• multivalent compounds
• CD22
• targeting
• coupling
• click chemistry

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.

• 出版日期2011-9