Star-Shaped Glycosylated Conjugated Oligomer for Two-Photon Fluorescence Imaging of Live Cells

Star-Shaped Glycosylated Conjugated Oligomer for Two-Photon Fluorescence Imaging of Live Cells
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DOI:
10.1021/cm201377u
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发表时间:
2011-09
影响因子:
8.6
通讯作者:
Guanzhuo Wang;Kanyi Pu;Xinhai Zhang;Kai Li;Long Wang;Liping Cai;D. Ding;Y. Lai;B. Liu
Guanzhuo Wang;Kanyi Pu;Xinhai Zhang;Kai Li;Long Wang;Liping Cai;D. Ding;Y. Lai;B. Liu
中科院分区:
材料科学2区
文献类型:
--
作者:
Guanzhuo Wang;Kanyi Pu;Xinhai Zhang;Kai Li;Long Wang;Liping Cai;D. Ding;Y. Lai;B. Liu

文献摘要

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合成了一种星形糖基化共轭寡聚体4,4 ′,4 ″-三(4-(2-(4-(苯并[d]噻唑-2-基)苯基)-9,9 ′-二(6-巯基-β-d-葡萄糖)-己基)-芴-7-基)苯胺(TFBS),用于活细胞的双光子荧光成像。高密度的亲水性糖侧基诱导TFBS在水中自组装成平均直径为61 nm的纳米颗粒。由于自组装纳米结构,TFBS在水中的量子产率(Φ = 0.10)高于其阳离子对应物4,4 ',4 ″-三(4-(2-(4-(苯并[d]噻唑-2-基)苯基)-9,9'-双(6-N,N,N-三甲基铵)-己基)-芴-7-基)苯胺(TFBC)(Φ = 0.03)。此外,TFBS在水介质中在740 nm处具有大的TPA截面(δmax),为1200 GM,这显著高于TFBC。TFBS可以被人宫颈癌细胞系有效地内化并在细胞质中积累,从而允许在800 nm激发下进行活细胞双光子荧光成像。TFBS还显示出低细胞毒性。
A star-shaped glycosylated conjugated oligomer, 4,4′,4″-tris(4-(2-(4-(benzo[d]thiazol-2-yl)phenyl)-9,9′-bis(6-thiol-β-d-glucose)-hexyl)-fluoren-7-yl)phenylamine (TFBS), is synthesized for two-photon fluorescence imaging of live cells. The high density of hydrophilic sugar side groups induces self-assembly of TFBS into nanoparticles in water with an average diameter of 61 nm. Because of the self-assembled nanostructure, TFBS has a higher quantum yield in water (Φ = 0.10), compared to its cationic counterpart, 4,4′,4″-tris(4-(2-(4-(benzo[d]thiazol-2-yl)phenyl)-9,9′-bis(6-N,N,N-trimethylammonium)-hexyl)-fluoren-7-yl)phenylamine (TFBC) (Φ = 0.03). In addition, TFBS has a large TPA cross section (δmax) of ∼1200 GM at 740 nm in aqueous media, which is significantly higher than that for TFBC. TFBS can be effectively internalized by the human cervical cancer cell line and accumulates in the cytoplasm, allowing for live cell two-photon fluorescence imaging upon 800-nm excitation. TFBS has also shown low cytotoxici...