Self‐Assembling Ligands for Multivalent Nanoscale Heparin Binding

Rodrigo, Ana C.; Barnard, Anna; Cooper, James A.; Smith, David K.

doi:10.1002/anie.201100019

Cited by 71 publications

(72 citation statements)

References 63 publications

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“…The size of Hep‐DOCA and HDP nanoparticles is about 100 and 120 nm, respectively. The formation of nanoparticles through assembly of two different block copolymers has been reported previously, which provides a pathway to aggregate soft matter to form various superstructure . The size distribution of HDP nanoparticles is determined by dynamic light scattering (DLS) (Table S1, Supporting Information).…”

Section: Resultsmentioning

confidence: 72%

Inhibition of Inflammation‐Associated Thrombosis with ROS‐Responsive Heparin‐DOCA/PVAX Nanoparticles

Xiang

Wang

et al. 2019

Macromolecular Bioscience

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Inflammation‐associated thrombosis is a non‐negligible source of mortalities and morbidities worldwide. To manipulate inflammation‐associated coagulation, nanoparticles that contain anti‐inflammatory polymer (copolyoxalate containing vanillyl alcohol, PVAX) and anti‐thrombotic heparin derivative deoxycholic acid (Hep‐DOCA) are prepared. The strategy takes advantage of the reducted side effects of heparin through heparin conjugation, achievement of long‐term anti‐inflammation by inflammation‐trigged release of anti‐inflammatory agents, and formation of PVAX/heparin‐DOCA nanoparticles by co‐self‐assembly. It is demonstrated that the Hep‐DOCA conjugate and PVAX are synthesized successfully; PVAX and Hep‐DOCA nanodrugs (HDP) are obtained by co‐assembly; the HDP nanoparticles effectively reduce the inflammation and coagulation without inducing lethal bleeding both in vivo and in vitro. The method provided here is versatile and effective, which paves new way to develop nanodrugs to treat inflammation‐associated thrombosis safely.

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Section: Resultsmentioning

confidence: 72%

Inhibition of Inflammation‐Associated Thrombosis with ROS‐Responsive Heparin‐DOCA/PVAX Nanoparticles

Xiang

Wang

et al. 2019

Macromolecular Bioscience

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“…CAC, defined as the minimum concentration where the amphiphilic architectures aggregate, was determined for the amphiphiles 12 , 13 , and 17 using Nile red as a fluorescent probe . A fixed amount of the dye was used for encapsulation in different concentrations of amphiphile.…”

Section: Resultsmentioning

confidence: 99%

Nonionic Dendritic and Carbohydrate Based Amphiphiles: Self‐Assembly and Transport Behavior

Prasad

Achazi

Schade

et al. 2018

Macromolecular Bioscience

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Herein, a new series of non-ionic dendritic and carbohydrate based amphiphiles is synthesized employing biocompatible starting materials and studied for supramolecular aggregate formation in aqueous solution. The dendritic amphiphiles 12 and 13 possessing poly(glycerol) [G2.0] as hydrophilic unit and C-10 and C-18 hydrophobic alkyl chains, respectively, exhibit low critical aggregation concentration (CAC) in the order of 10 m and hydrodynamic diameters in the 8-10 nm range and supplemented by cryogenic transmission electron microscopy. Ultraviolet-visible (UV-Vis) and fluorescence spectroscopy suggests the effective solubilization of hydrophobic guests by the self-assembled architectures, with the nanotransporters 12 and 13 possessing the highest encapsulation efficiency of 80.74 and 98.03% for curcumin. Efficient uptake of encapsulated curcumin in adenocarcinomic human alveolar basal epithelial (A549) cells is observed by confocal laser scanning microscopy. Amphiphiles 12 and 13 are non-cytotoxic at the concentrations studied, however, curcumin encapsulated samples efficiently reduce the viability of A549 cells in vitro. Experimental studies indicate the ability of amphiphile 13 to encapsulate 1-anilinonaphthalene-8-sulfonic acid (ANS) and curcumin with binding constant of 1.16 × 105 m and 1.43 × 10 m , respectively. Overall, our findings demonstrate the potential of these dendritic amphiphiles for the development of prospective nanocarriers for the solubilization of hydrophobic drugs.

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“…95 Synthetic ligands (e.g., 11 ) that form micelles can bind heparin through electrostatic interactions of their protonated amines (Figure 6). 96 A universal synthetic heparin reversal agent (UHRA) was developed based on a branched dendritic polyglycerol core containing multiple hexamethylated tris(2-aminoethylamine) binding groups ( 12 ). 97 These UHRA molecules show great promise as safer alternatives to protamine for neutralization of heparin and its analogs; however, their application and safety in humans need to be explored.…”

Section: Targeting Heparan Sulfate-protein Interactionsmentioning

confidence: 99%

Targeting heparin and heparan sulfate protein interactions

2017

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Heparin and heparan sulfate glycosaminoglycans are long, linear polysaccharides that are made up of alternating dissacharide sequences of highly sulfated uronic acid and amino sugars. Unlike heparin, which is only found in mast cells, heparan sulfate is ubiquitously expressed on the cell surface and in the extracellular matrix of all animal cells. These negatively-charged carbohydrate chains play essential roles in important cellular functions such as cell growth, adhesion, angiogenesis, and blood coagulation. However, these biomolecules are also involved in pathophysiological conditions such as pathogen infection and human disease. This review discusses past and current methods for targeting these complex biomolecules as a novel therapeutic strategy to treating disorders such as cancer, neurodegenerative diseases, and infection.

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Self‐Assembling Ligands for Multivalent Nanoscale Heparin Binding

Cited by 71 publications

References 63 publications

Inhibition of Inflammation‐Associated Thrombosis with ROS‐Responsive Heparin‐DOCA/PVAX Nanoparticles

Inhibition of Inflammation‐Associated Thrombosis with ROS‐Responsive Heparin‐DOCA/PVAX Nanoparticles

Nonionic Dendritic and Carbohydrate Based Amphiphiles: Self‐Assembly and Transport Behavior

Targeting heparin and heparan sulfate protein interactions

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