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用于与C共轭的二级边缘γ-环糊精功能化:作为光敏剂的疗效改善

Secondary-Rim γ-Cyclodextrin Functionalization to Conjugate with C : Improved Efficacy as a Photosensitizer.

作者信息

Zhu Xiaolei, Quaranta Annamaria, Bensasson René V, Sollogoub Matthieu, Zhang Yongmin

机构信息

Sorbonne Universités, UPMC Univ Paris 06, CNRS, Insititut Parisien de Chimie Moléculaire (UMR 8232), 4 Place Jussieu, 75005, Paris, France.

CEA Saclay, Service de Bioénergétique Biologie Structurale et Mécanismes, 91191, Gif-sur-Yvette, France.

出版信息

Chemistry. 2017 Jul 18;23(40):9462-9466. doi: 10.1002/chem.201700782. Epub 2017 Jun 29.

Abstract

DIBAL-H-mediated demethylation provides a novel method to access secondary-rim functionalized γ-cyclodextrin. 2 ,3 -Dihydroxyl-per-O-methylated-γ-cyclodextrin has been obtained, whose conjugation with C allows access to the most water-soluble C conjugate described so far. The water solubility of 0.12 m (550 mg mL ) is 150 times higher than that of the native γ-CD/C complex. Its singlet oxygen ( O ) quantum yield is 0.39, an increase of one to two orders of magnitude compared to that of α(β)CD-C conjugates.

摘要

二异丁基氢化铝介导的去甲基化提供了一种获取次级边缘功能化γ-环糊精的新方法。已获得2,3-二羟基全-O-甲基化-γ-环糊精,其与C的共轭使得能够得到迄今为止描述的水溶性最高的C共轭物。其0.12 m(550 mg/mL)的水溶性比天然γ-环糊精/C复合物高150倍。其单线态氧(¹O₂)量子产率为0.39,与α(β)环糊精-C共轭物相比增加了一到两个数量级。

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