Efficient intracellular delivery of 5-fluorodeoxyuridine into colon cancer cells by targeted immunoliposomes

Koning, Gerben A.; Kamps, Jan A. A. M.; Scherphof, Gerrit L.

doi:10.1016/s0361-090x(02)00087-9

Cited by 44 publications

(27 citation statements)

References 32 publications

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“…Previous studies demonstrated that interaction of macrophages with whole mAb coupled to liposomes is Fc domain mediated. 51 Likewise, Kupffer cells in vitro interact with antibody decorated liposomes through the Fc domain. Uptake of these liposomes is shown to be less when mAb are coupled via the Fc domain to liposomes, which shields recognition somewhat, indicating its involvement in uptake.…”

Section: Discussionmentioning

confidence: 99%

Targeting melanoma with immunoliposomes coupled to anti-MAGE A1 TCR-like single-chain antibody

Saeed

Brakel

Zalba

et al. 2016

IJN

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Therapy of melanoma using T-cells with genetically introduced T-cell receptors (TCRs) directed against a tumor-selective cancer testis antigen (CTA) NY-ESO1 demonstrated clear antitumor responses in patients without side effects. Here, we exploited the concept of TCR-mediated targeting through introduction of single-chain variable fragment (scFv) antibodies that mimic TCRs in binding major histocompatibility complex-restricted CTA. We produced scFv antibodies directed against Melanoma AntiGEn A1 (MAGE A1) presented by human leukocyte antigen A1 (HLA-A1), in short M1/A1, and coupled these TCR-like antibodies to liposomes to achieve specific melanoma targeting. Two anti-M1/A1 antibodies with different ligand-binding affinities were derived from a phage-display library and reformatted into scFvs with an added cysteine at their carboxyl termini. Protein production conditions, ie, bacterial strain, temperature, time, and compartments, were optimized, and following production, scFv proteins were purified by immobilized metal ion affinity chromatography. Batches of pure scFvs were validated for specific binding to M1/A1-positive B-cells by flow cytometry. Coupling of scFvs to liposomes was conducted by employing different conditions, and an optimized procedure was achieved. In vitro experiments with immunoliposomes demonstrated binding of M1/A1-positive B-cells as well as M1/A1-positive melanoma cells and internalization by these cells using flow cytometry and confocal microscopy. Notably, the scFv with nonenhanced affinity of M1/A1, but not the one with enhanced affinity, was exclusively bound to and internalized by melanoma tumor cells expressing M1/A1. Taken together, antigen-mediated targeting of tumor cells as well as promoting internalization of nanoparticles by these tumor cells is mediated by TCR-like scFv and can contribute to melanoma-specific targeting.

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Section: Discussionmentioning

confidence: 99%

Targeting melanoma with immunoliposomes coupled to anti-MAGE A1 TCR-like single-chain antibody

Saeed

Brakel

Zalba

et al. 2016

IJN

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“…The yield of pure compound (5) was 0.89 g (2.1 mmol, 92% yield). MP, 131-133ЊC; TLC: R f ϭ 0.13 (SS 4), R f ϭ 0.61 (SS 5); 1 H-NMR (d 6 (6). Under an atmosphere of argon, 5 g (13.3 mmol) of lithocholic acid was dissolved in 10 ml of dried and freshly distilled pyridine.…”

Section: ␣-(2-hydroxyethoxy)-5␤-cholan-24-oic Acid (5)mentioning

confidence: 99%

“…The crude product was purified by chromatography using SS 4, to give 1.2 g (2.9 mmol, 22%) of compound (6). MP, 135-137ЊC; TLC: R f ϭ 0.14 (SS 4), R f ϭ 0.63 (SS 5); 1 H-NMR (d 6 (7) and (8)]. To a solution of 1 g (2.4 mmol) of compound (5) or (6) in 20 ml of dried and freshly distilled pyridine, 4 ml of acetic acid anhydride was added, and the reaction mixture was stirred at RT for 1 h. Excess acetic acid anhydride was hydrolyzed by adding 10 ml of water.…”

Section: ␣-(2-hydroxyethoxy)-5␤-cholan-24-oic Acid (5)mentioning

confidence: 99%

“…For diagnostic purposes such as cell-specific contrast agents, hepatocyte-specific binding may be sufficient, but for drug delivery, the membrane barrier has to be overcome. One approach is the use of lipophilic prodrugs (6), and the close contact of cellular and liposomal membranes, as revealed by LSM, may facilitate the diffusion of lipophilic drugs into the cell. Close contact of the membranes is a prerequisite for the fusion of membranes.…”

Section: Binding Of Bsls To Hepatocytesmentioning

confidence: 99%

“…To avoid this problem, the ligand used for homing of the liposomes should target a cellular receptor that mediates only the binding of the liposomes to the hepatocytes but not endocytotic internalization. Binding of liposomes to the cells without endocytosis may allow the delivery of the liposomal content into the cytoplasm by diffusion over adjacent membranes (6) or by direct fusion of the liposomal membrane with the sinusoidal membrane of the hepatocytes. Cellular carrier proteins are one group of proteins that may act as receptors for modified liposomes without mediating the endocytosis of the bound liposomes.…”

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confidence: 99%

See 2 more Smart Citations

Synthesis of phospholipid-conjugated bile salts and interaction of bile salt-coated liposomes with cultured hepatocytes

Pütz

Schmider

Nitschke

et al. 2005

Journal of Lipid Research

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Hepatocyte pathology is central to many severe liver diseases. For optimal treatment and minimal adverse effects, drug concentrations in the target cell should be high while the systemic exposure to the drug should be as low as possible. For hepatocyte-specific drug delivery, hepatotropic liposomes represent an attractive strategy. Such hepatotropic liposomes need a signal on their surface targeting them selectively and specifically to hepatocytes. Hepatocyte-specific targeting of liposomes has been achieved by covalently linking the ligand of a hepatocyte-specific receptor to a lipid moiety. The most prominent targeted receptor is the hepatic asialoglycoprotein receptor, which has been targeted by various galactosyllipids (1, 2) or by asialofetuin, a glycoprotein (3). Glycyrrhizin (4) and a soybean-derived sterylglucoside mixture (5) have been used to target hepatocytes via receptors that have not yet been identified at the molecular level. To date, all of these receptors lead to the endocytosis of bound liposomes.After targeting the liposomes to endocytosing receptors, Abbreviations: BSL, bile salt-bearing

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Nanotechnology in Pharmaceutical Manufacturing

Jin

2010

Pharmaceutical Sciences Encyclopedia

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Efficient intracellular delivery of 5-fluorodeoxyuridine into colon cancer cells by targeted immunoliposomes

Cited by 44 publications

References 32 publications

Targeting melanoma with immunoliposomes coupled to anti-MAGE A1 TCR-like single-chain antibody

Targeting melanoma with immunoliposomes coupled to anti-MAGE A1 TCR-like single-chain antibody

Synthesis of phospholipid-conjugated bile salts and interaction of bile salt-coated liposomes with cultured hepatocytes

Nanotechnology in Pharmaceutical Manufacturing

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