Cancer‐Cell‐Specific Drug Delivery by a Tumor‐Homing CPP‐Gossypol Conjugate Employing a Tracelessly Cleavable Linker

Maity, Suman Kumar; Stahl, Paul; Hensel, Astrid; Knauer, Shirley K.; Hirschhäuser, Christoph; Schmuck, Carsten

doi:10.1002/chem.201905159

Cited by 22 publications

(12 citation statements)

References 45 publications

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“…Usually, CPPs consist of short positively charged peptides with 5–30 amino acids, such as TAT and R8. Recently, CPPs specific to the target cells have been developed [ 9 , 10 ]. Peptides are becoming increasingly used as targeting molecules.…”

Section: Introductionmentioning

confidence: 99%

In Vitro and In Vivo Cell Uptake of a Cell-Penetrating Peptide Conjugated with Fluorescent Dyes Having Different Chemical Properties

Takakura

Sato

Nakajima

et al. 2021

Cancers

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In molecular imaging, a targeting strategy with ligands is widely used because specificity can be significantly improved. In fluorescence imaging based on a targeting strategy, the fluorescent dyes conjugated with ligands may affect the targeting efficiency depending on the chemical properties. Herein, we used a cell-penetrating peptide (CPP) as a ligand with a variety of fluorescent cyanine dye. We investigated in vitro and in vivo cell uptake of the dye-CPP conjugates when cyanine dyes with differing charge and hydrophilicity/lipophilicity were used. The results showed that the conjugates with positively charged and lipophilic cyanine dyes accumulated in cancer cells in vitro, but there was almost no accumulation in tumors in vivo. On the other hand, the conjugates with negatively charged and hydrophilic cyanine dyes did not accumulate in cancer cells in vitro, but fluorescence was observed in tumors in vivo. These results show that there are some cases in which the cell uptake of the dye-peptide conjugates may differ significantly between in vitro and in vivo experiments due to the chemical properties of the fluorescent dyes. This suggests that attention should be paid to the chemical properties of fluorescent dyes in fluorescence imaging based on a targeting strategy.

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Section: Introductionmentioning

confidence: 99%

In Vitro and In Vivo Cell Uptake of a Cell-Penetrating Peptide Conjugated with Fluorescent Dyes Having Different Chemical Properties

Takakura

Sato

Nakajima

et al. 2021

Cancers

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“…103,104 MPNs have been widely used in different biomedical applications, including biodetection, multimodal bioimaging, drug delivery, and cancer theranostics due to their low toxicity and good therapeutic effect in the whole body. 105,106 Wen et al constructed a load indocyanine green (ICG) loaded degradable transporter-free curcumin metal-phenolic network (MPN) therapeutic agent (ICG@cur-Gd NPs) via the coordination of curcumin and Gd 3+ for magnetic resonance/ fluorescence dual-mode image-guided chemotherapy/photodynamic combined cancer therapy (Fig. 6).…”

Section: Nanodrug Delivery System Of Metalpolyphenol Self-assemblymentioning

confidence: 99%

Section: Nanodrug Delivery System Of Metal-polyphenol Self-assemblymentioning

confidence: 99%

Research progress on self-assembled nanodrug delivery systems

Li¹,

Yang²,

Gao³

et al. 2022

J. Mater. Chem. B

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“…Imine linkers are supposed to be stable under physiological pH but undergo hydrolysis when the pH decreases (pH 4.5–6.5) [ 120 ]. For example, Maity et al [ 31 ] coupled gossypol, an attractive ROS-inducing drug, via an imine linker to a CPP recently developed by Matsushita and co-workers [ 121 ]. The CPP chosen (RLYMRYYSPTTRRYG) was especially designed to target MCF-7 breast cancer cells, which are also the target of gossypol.…”

Section: Cpp–drug Conjugation Using Functionalized Linkersmentioning

confidence: 99%

Recent Advances and Trends in Chemical CPP–Drug Conjugation Techniques

2021

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This review summarizes recent developments in conjugation techniques for the synthesis of cell-penetrating peptide (CPP)–drug conjugates targeting cancer cells. We will focus on small organic molecules as well as metal complexes that were used as cytostatic payloads. Moreover, two principle ways of coupling chemistry will be discussed direct conjugation as well as the use of bifunctional linkers. While direct conjugation of the drug to the CPP is still popular, the use of bifunctional linkers seems to gain increasing attention as it offers more advantages related to the linker chemistry. Thus, three main categories of linkers will be highlighted, forming either disulfide acid-sensitive or stimuli-sensitive bonds. All techniques will be thoroughly discussed by their pros and cons with the aim to help the reader in the choice of the optimal conjugation technique that might be used for the synthesis of a given CPP–drug conjugate

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Cancer‐Cell‐Specific Drug Delivery by a Tumor‐Homing CPP‐Gossypol Conjugate Employing a Tracelessly Cleavable Linker

Cited by 22 publications

References 45 publications

In Vitro and In Vivo Cell Uptake of a Cell-Penetrating Peptide Conjugated with Fluorescent Dyes Having Different Chemical Properties

In Vitro and In Vivo Cell Uptake of a Cell-Penetrating Peptide Conjugated with Fluorescent Dyes Having Different Chemical Properties

Research progress on self-assembled nanodrug delivery systems

Recent Advances and Trends in Chemical CPP–Drug Conjugation Techniques

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