An anti-aggregation NIR-II heptamethine-cyanine dye with a stereo-specific cyanine for imaging-guided photothermal therapy

Due to the hydrophobicity of the cyanine dye and the huge conjugated plane, the cyanine dye is prone to H-aggregation in aqueous solution, and the ultraviolet absorption is blue-shifted. Here, a hydrophilic quaternary stereo-specific cyanine (HQS-Cy) dye has been synthesized and polypeptide based na...

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Veröffentlicht in:Journal of materials chemistry. B, Materials for biology and medicine Materials for biology and medicine, 2021-03, Vol.9 (11), p.2688-2696
Hauptverfasser: Qian, Hongyun, Cheng, Quan, Tian, Youliang, Dang, Huiping, Teng, Changchang, Yan, Lifeng
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container_issue 11
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container_title Journal of materials chemistry. B, Materials for biology and medicine
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creator Qian, Hongyun
Cheng, Quan
Tian, Youliang
Dang, Huiping
Teng, Changchang
Yan, Lifeng
description Due to the hydrophobicity of the cyanine dye and the huge conjugated plane, the cyanine dye is prone to H-aggregation in aqueous solution, and the ultraviolet absorption is blue-shifted. Here, a hydrophilic quaternary stereo-specific cyanine (HQS-Cy) dye has been synthesized and polypeptide based nanoparticles have been prepared, which improve the water solubility of the cyanine in two aspects. First, at the molecular level, the sulfonic acid group increases the water solubility of the dye molecule while the dimethyl-ammonium functional group repels the molecule through the charge-charge interaction, destroying the planar characteristics of the cyanine structure, increasing the molecular distance between the dye molecules, and preventing the accumulation of cyanine. Secondly, at the nano-micelle level, the use of amphiphilic polypeptide blocks to encapsulate the dye increases the water solubility of the dye while also increasing its biocompatibility. The HQS-Cy@P NPs prepared by the above methods exhibit the maximum absorption at 985 nm and maximum fluorescence emission at 1050 nm in aqueous solution. HQS-Cy@P exhibits good photothermal stability and significant photothermal conversion efficiency of about 35.5%, and both in vitro and in vivo studies revealed that it is an efficient system for NIR-II imaging-guided photothermal therapy of cancer. Polypeptide based nanoparticles of hydrophilic quaternary stereo-specific cyanine (HQS-Cy) have been synthesized, which show efficient NIR-II imaging-guided photothermal therapy for cancer.
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Here, a hydrophilic quaternary stereo-specific cyanine (HQS-Cy) dye has been synthesized and polypeptide based nanoparticles have been prepared, which improve the water solubility of the cyanine in two aspects. First, at the molecular level, the sulfonic acid group increases the water solubility of the dye molecule while the dimethyl-ammonium functional group repels the molecule through the charge-charge interaction, destroying the planar characteristics of the cyanine structure, increasing the molecular distance between the dye molecules, and preventing the accumulation of cyanine. Secondly, at the nano-micelle level, the use of amphiphilic polypeptide blocks to encapsulate the dye increases the water solubility of the dye while also increasing its biocompatibility. The HQS-Cy@P NPs prepared by the above methods exhibit the maximum absorption at 985 nm and maximum fluorescence emission at 1050 nm in aqueous solution. HQS-Cy@P exhibits good photothermal stability and significant photothermal conversion efficiency of about 35.5%, and both in vitro and in vivo studies revealed that it is an efficient system for NIR-II imaging-guided photothermal therapy of cancer. Polypeptide based nanoparticles of hydrophilic quaternary stereo-specific cyanine (HQS-Cy) have been synthesized, which show efficient NIR-II imaging-guided photothermal therapy for cancer.</description><identifier>ISSN: 2050-750X</identifier><identifier>EISSN: 2050-7518</identifier><identifier>DOI: 10.1039/d1tb00018g</identifier><identifier>PMID: 33667292</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Absorption ; Agglomeration ; Ammonium ; Aqueous solutions ; Biocompatibility ; Cyanine dyes ; Dyes ; Fluorescence ; Functional groups ; Hydrophobicity ; In vivo methods and tests ; Micelles ; Molecular structure ; Nanoparticles ; Photothermal conversion ; Polypeptides ; Solubility ; Sulfonic acid ; Ultraviolet absorption</subject><ispartof>Journal of materials chemistry. 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source Royal Society Of Chemistry Journals
subjects Absorption
Agglomeration
Ammonium
Aqueous solutions
Biocompatibility
Cyanine dyes
Dyes
Fluorescence
Functional groups
Hydrophobicity
In vivo methods and tests
Micelles
Molecular structure
Nanoparticles
Photothermal conversion
Polypeptides
Solubility
Sulfonic acid
Ultraviolet absorption
title An anti-aggregation NIR-II heptamethine-cyanine dye with a stereo-specific cyanine for imaging-guided photothermal therapy
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