A water-soluble PEGylated RGD-functionalized bisbithiophenyl diketopyrrolopyrrole as a photoacoustic sonophore†,Photochemical & Photobiological Sciences

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A water-soluble PEGylated RGD-functionalized bisbithiophenyl diketopyrrolopyrrole as a photoacoustic sonophore†
Photochemical & Photobiological Sciences ( IF 2.7 ) Pub Date : 2018-04-16 00:00:00 , DOI: 10.1039/c8pp00069g
Tatjana Repenko _{1,

2,

3,

4} , Anne Rix _{2,

4,

5,

6,

7} , Bastian Haehnle _{1,

2,

3,

4} , Wiltrud Lederle _{2,

4,

5,

6,

7} , Laura De Laporte _{1,

2,

3,

4} , Alexander J. C. Kuehne _{1,

2,

3,

4}

Affiliation

Photoacoustic imaging presents an innocuous imaging modality with good penetration depth and resolution. To use this modality for detection and imaging of pathological sites, new imaging probes need to be developed to enhance the contrast over endogenous sonophores. These contrast agents should specifically bind to the site of interest, be non-toxic and be cleared renally if applied intravenously. Small organic dyes with absorption in the near infrared spectrum often exhibit good photoacoustic response. However, such dyes are often not water soluble or they are cytotoxic. Here, we present a novel PEGylated sonophore based on diketopyrrolopyrrole (DPP), which overcomes these limitations and can be functionalized with desired biological recognition motifs using thiol–yne click chemistry. Proof of concept is demonstrated by functionalizing the DPP-based probe with an RGD peptide, resulting in specific binding to endothelial (HUVEC) cells and an efficient photoacoustic response.

中文翻译：

水溶性PEG化RGD官能化的双联硫代苯基二酮吡咯并吡咯作为光声超声发声体†

光声成像呈现出无害的成像模态，具有良好的穿透深度和分辨率。为了将这种方式用于病理部位的检测和成像，需要开发新的成像探针以增强与内源性超声探头的对比。这些造影剂应与目标部位特异性结合，无毒，如果静脉内应用，应在肾脏清除。在近红外光谱中具有吸收能力的小型有机染料通常表现出良好的光声响应。但是，此类染料通常不溶于水或具有细胞毒性。在这里，我们介绍了一种基于二酮吡咯并吡咯（DPP）的新型聚乙二醇化的超声波载体，它克服了这些局限性，并可以使用硫醇-炔单击化学法以所需的生物识别基序进行功能化。

更新日期：2018-04-16

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