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Mannosylated fluorescent cellulose‐based glycopolymers for stable uniform nanoparticles
Journal of Polymer Science ( IF 3.4 ) Pub Date : 2020-12-19 , DOI: 10.1002/pol.20200714
Shuang Wang 1 , Philipp Vana 2 , Kai Zhang 1
Affiliation  

In living organisms, carbohydrate‐protein interactions play key roles in physiological and pathological processes, which are amplified by the “glycol‐cluster effect.” In this work, we synthesized novel fluorescent cellulose derivatives bearing mannose moieties via thiol‐ene click reactions by sequentially conjugating hydrophilic mannose‐oxyethoxylpropane‐thiol (Mann‐SH) and fluorescent coumarin‐oxyhexyl‐thiol (Coum‐SH) and rhodamine B‐ethyl‐thiol (RhB‐SH) to cellulose undecenoate with terminal double bonds. The amphiphilic fluorescent cellulose derivatives were converted into nanoparticles (NPs) by dropping into low ionic strength solutions (<0.085 M). Obtained NPs have average sizes between 240 and 554 nm depending on the solution concentrations, exhibiting uniform size distributions (PDI values <0.12). These uniform NPs exhibited excellent dispersion stability even at elevated temperatures. The mannose moieties were accessible to 1,4‐benzenediboronic acid (BDBA) in NaOH aqueous solutions. Under irradiation with UV light of 320–400 nm, the fluorescence of NPs increased by the formation of open‐ring rhodamine spiroamide, which could be a promising candidate for biomedical application.

中文翻译:

甘露糖基化的荧光纤维素基糖聚合物,可稳定稳定地形成纳米颗粒

在生物体中,碳水化合物与蛋白质的相互作用在生理和病理过程中起着关键作用,这种相互作用通过“乙二醇-簇效应”得以放大。在这项工作中,我们通过顺序结合亲水性甘露糖-氧乙氧基丙烷-硫醇(Mann-SH)和荧光香豆素-氧己基-硫醇(Coum-SH)和若丹明B-乙基,通过硫醇-烯点击反应合成了带有甘露糖部分的新型荧光纤维素衍生物。 -巯基(RhB-SH)与纤维素的十一碳烯酸酯,带有末端双键。通过将两亲性荧光纤维素衍生物滴入低离子强度溶液(<0.085 M)中,可以将其转化为纳米颗粒(NPs)。根据溶液浓度,获得的NP的平均粒径在240至554 nm之间,表现出均匀的粒径分布(PDI值<0.12)。这些均匀的NP即使在高温下也表现出优异的分散稳定性。在NaOH水溶液中的1,4-苯二硼酸(BDBA)可接近甘露糖部分。在320-400 nm的紫外线照射下,NP的荧光因开环的罗丹明螺酰胺的形成而增加,这可能是生物医学应用的有希望的候选者。
更新日期:2021-01-15
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