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首页> 外文期刊>Chemistry: A European journal >Glycosylated star-shaped conjugated oligomers for targeted two-photon fluorescence imaging
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Glycosylated star-shaped conjugated oligomers for targeted two-photon fluorescence imaging

机译：糖基化星形共轭低聚物，用于靶向双光子荧光成像

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摘要

A glucopyranose functionalized star-shaped oligomer, N-tris{4,4',4"- [(1E)-2-(2-{(E)-2-[4-(benzo[d]thiazol-2-yl)phenyl]vinyl}-9,9-bis(6-2-amido-2- deoxy-1-thio-β-D-glucopyranose-hexyl)-9H-fluoren-7-yl)vinyl]phenyl} phenylamine (TVFVBN-S-NH _2), is synthesized for two-photon fluorescence imaging. In water, TVFVBN-S-NH _2 self-assembles into nanoparticles with an average diameter of ～49 nm and shows a fluorescence quantum yield of 0.21. Two-photon fluorescence measurements reveal that TVFVBN-S-NH _2 has a two-photon absorption cross-section of ～1100 GM at 780 nm in water. The active amine group on the glucopyranose moiety allows further functionalization of TVFVBN-S-NH _2 with folic acid to yield TVFVBN-S-NH _2FA with similar optical and physical properties as those for TVFVBN-S-NH _2. Cellular imaging studies reveal that TVFVBN-S-NH _2FA has increased uptake by MCF-7 cells relative to that for TVFVBN-S-NH _2, due to specific interactions between folic acid and folate receptors on the MCF-7 cell membrane. This study demonstrates the effectiveness of glycosylation as a molecular engineering strategy to yield water-soluble materials with a large two-photon absorption (TPA) cross-section for targeted cancer-cell imaging. Biological imaging: A star-shaped two-photon absorbing material (see scheme) with folic acid functionalization has been synthesized for targeted two-photon fluorescence imaging of MCF-7 cancer cells.
机译：吡喃葡萄糖官能化的星形低聚物，N-tris {4,4'，4“-[（1E）-2-（2-{（E）-2- [4-（苯并[d]]噻唑-2-基）苯基]乙烯基} -9,9-双（6-2-氨基-2-脱氧-1-硫代-β-D-吡喃葡萄糖-己基）-9H-芴-7-基）乙烯基]苯基}苯胺（TVFVBN -S-NH _2）合成用于双光子荧光成像，TVFVBN-S-NH _2在水中自组装成纳米粒子，平均直径约为49 nm，荧光量子产率为0.21。荧光测量表明，TVFVBN-S-NH _2在水中在780 nm处具有约1100 GM的双光子吸收截面，吡喃葡萄糖部分上的活性胺基可使叶酸进一步官能化TVFVBN-S-NH _2产生具有与TVFVBN-S-NH _2相似的光学和物理性质的TVFVBN-S-NH _2FA。细胞成像研究表明，相对于TVFVBN-S，TVFVBN-S-NH _2FA的MCF-7细胞摄取量增加。 -NH _2，由于MC上的叶酸和叶酸受体之间存在特异性相互作用F-7细胞膜。这项研究证明了糖基化作为一种​​分子工程策略的有效性，该策略可产生具有大的两光子吸收（TPA）横截面的水溶性材料，用于靶向癌细胞成像。生物成像：合成了具有叶酸功能的星形双光子吸收材料（参见方案），用于MCF-7癌细胞的靶向双光子荧光成像。

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