Design and synthesis of artificial receptors for disease-related oligosaccharides, and their applications for controlling cell functions

疾病相关寡糖人工受体的设计和合成及其在控制细胞功能中的应用

• 批准号: 22710220
• 负责人: TAKAHASHI Daisuke
• 金额: $ 2.58万
• 依托单位: Keio University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Young Scientists (B)
• 财政年份: 2010
• 资助国家: 日本
• 起止时间: 2010 至 2011
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-22710220/
• 关键词: 糖鎖; 分子デザイン; 合成; ボロン酸; 分子認識; 低分子レセプター; 結核; シアル酸; 糖鎖認識; ガン転移; ガラクトフラノシド; 人工低分子レセプター; 光分解; 人工レセプター

Small molecules, which selectively bind to and effectively photodegrade target disease-related oligosaccharides under mild conditions, were designed and synthesized. It was found that synthesized anthraquinone(AQ)-or fullerene-boronic acid hybrids selectively bound to and photodegraded.-D-galactofuranoside, which is a sugar component of mycobacterial cell wall. In addition, it was found that photodegradation of the target oligosaccharides on the bacterial cell wall by AQ-boronic acid hybrid took place and induced significant whole-cell destruction. Furthermore, several molecules that bind to sialic acid were designed and synthesized. The results obtained from this study will contribute to the molecular design of photodegrading agents for cancer-related oligosaccharides.

设计并合成了在温和条件下选择性结合并有效光降解目标疾病相关寡糖的小分子。发现合成的蒽醌（AQ）-或富勒烯-硼酸杂化物选择性地结合并光降解。D-呋喃半乳糖苷，是分支杆菌细胞壁的糖成分。此外，还发现AQ-boronic acid hybrid光降解细菌细胞壁上的目标寡糖，并诱导显著的全细胞破坏。此外，设计并合成了几种与唾液酸结合的分子。本研究结果将有助于癌症相关寡糖光降解剂的分子设计。

项目成果

Chemical methods for degradation of target oligosaccharides using designed light-activatable organic molecules

使用设计的光活化有机分子降解目标寡糖的化学方法

• DOI: 10.1039/c2cc17384k
• 发表时间: 2012
• 期刊: Chemical Communications
• 影响因子: 4.9
• 作者: Saburo Aimoto*;Ken' ichiro Nakamura;Takeshi Sato;Toru Kawakami;and Toshiaki Hara;高橋大介
• 通讯作者: 高橋大介

Photodegradation of Target Oligosaccharides by Light-Activated Small Molecules

• DOI: 10.1002/anie.201005161
• 发表时间: 2010-01-01
• 期刊: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
• 影响因子: 16.6
• 作者: Takahashi, Daisuke;Hirono, Shingo;Toshima, Kazunobu
• 通讯作者: Toshima, Kazunobu

アントラキノン-ボロン酸ハイブリッドによる標的糖鎖の選択的光分解と抗結核菌作用

蒽醌-硼酸杂化物对目标糖链的选择性光降解和抗结核作用

• 发表时间: 2010
• 作者: 廣野信吾;林千草;五十嵐雅之;西村吉雄;高橋大介;戸嶋一敦
• 通讯作者: 戸嶋一敦

Target-selective photodegradation of oligosaccharides by a fullerene-boronic acid hybrid upon visible light irradiation.

• DOI: 10.1039/c1cc15646b
• 发表时间: 2011-10
• 期刊: Chemical communications
• 影响因子: 4.9
• 作者: D. Takahashi;Shingo Hirono;K. Toshima

Development of an innovative method for target-selective photodegradation of oligosaccharides by light-activated small molecules

开发光激活小分子靶向选择性光降解低聚糖的创新方法

• 发表时间: 2011
• 作者: D. Takahashi;S. Hirono;C. Hayashi;M. Igarashi;Y. Nishimura;K. Toshima;高橋大介
• 通讯作者: 高橋大介