Irradiation induced fluorescence enhancement in PEGylated cyanine-based NIR nano- and mesoscale GUMBOS.

Irradiation induced fluorescence enhancement in PEGylated cyanine-based NIR nano- and mesoscale GUMBOS.
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DOI:
10.1021/la302428a
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发表时间:
2012-10-09
期刊:
Langmuir : the ACS journal of surfaces and colloids
影响因子:
--
通讯作者:
Warner IM
Warner IM
中科院分区:
其他
文献类型:
--
作者:
Lu C;Das S;Magut PK;Li M;El-Zahab B;Warner IM

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我们报道了聚乙二醇化IR786 GUMBOS(基于有机盐的均匀材料组)的合成和表征。该材料的合成采用三步法完成:(1)用6-氨基己酸取代IR786七甲基链环己烯环上的氯,(2)通过酯化反应将甲氧基聚乙二醇(MeOPEG)接枝到6-氨基己酸上,(3)[PEG786][I]与二(三氟甲基磺酰基)亚胺锂(LiNTf2)或二(2-乙基己基)磺基琥珀酸钠(AOT)进行阴离子交换,得到PEG786 GUMBOS。对该PEG786 GUMBOS的光谱数据进行了检查,发现有很大的斯托克斯位移(122 nm)。研究发现,该PEG786 GUMBOS在水溶液中结合形成纳米和中观尺度的自组装体,尺寸在100 ~ 220 nm之间。这些纳米和中尺度的GUMBOS也能够抵抗与蛋白质的非特异性结合。原IR786的聚乙二醇化导致细胞毒性降低。此外,我们还注意到阴离子如NTf2和AOT在提高PEG786 GUMBOS的光稳定性方面发挥了重要作用。辐照诱导J在[PEG786][NTf2]和[PEG786][AOT]中聚集,在一定程度上增强了光稳定性。这一观察得到了稳态和时间分辨荧光测量的支持。
We report on the synthesis and characterization of a PEGylated IR786 GUMBOS (Group of Uniform Materials Based on Organic Salts). The synthesis of this material was accomplished using a three step protocol: (1) substitution of chloride on the cyclohexenyl ring in the heptamethine chain of IR786 by 6-aminohexanoic acid, (2) grafting of methoxy poly ethyleneglycol (MeOPEG) onto the 6-aminohexanoic acid via an esterification reaction, and (3) anion exchange between [PEG786][I] and lithium bis(trifluoromethylsulfonyl)imide (LiNTf2) or sodium bis(2-ethylhexyl)sulfosuccinate (AOT) in order to obtain PEG786 GUMBOS. Examination of spectroscopic data for this PEG786 GUMBOS indicates a large stokes shift (122 nm). It was observed that this PEG786 GUMBOS associates in aqueous solution to form nano-and meso-scale self-assemblies with sizes ranging from 100 to 220 nm. These nano- and meso-scale GUMBOS are also able to resist nonspecific binding to proteins. PEGylation of the original IR786 leads to reduced cytotoxicity. In addition, it was noted that anions, such as NTf2 and AOT, play a significant role in improving the photostability of PEG786 GUMBOS. Irradiation-induced J aggregation in [PEG786][NTf2] and to some extent in [PEG786][AOT] produced enhanced photostability. This observation was supported by use of both steady state and time-resolved fluorescence measurements.
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