Facile Construction of Multifunctional Nanocarriers Using Sequential Click Chemistry for Applications in Biology

Published on Jan 12, 2011in Macromolecules5.985
· DOI :10.1021/MA102354K
Anjali Sharma15
Estimated H-index: 15
,
Kevin D. Neibert8
Estimated H-index: 8
+ 3 AuthorsAshok K. Kakkar43
Estimated H-index: 43
Sources
Abstract
Bi- and trifunctional dendrimer and miktoarm nanocarriers. containing a combination of covalently linked model drug (α-lipoic acid), fluorescent dye (BODIPY), and poly(ethylene glycol) (PEG), are synthesized using a core with orthogonal functional groups, on which Huisgen alkyne―azide "click" reactions are performed in sequence. These carriers are internalized into the cells where they reduce H 2 O 2 induced reactive oxygen species formation. In addition, miktoarm nanocarriers conjugated with α-lipoic acid enhance intracellular glutathione (GSH) concentrations.
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201112.48Biomaterials
References36
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Abstract We report a nanocarrier based on A 2 B type miktoarm polymers (A = polyethylene glycol (PEG); B = polycaprolactone (PCL)) for nimodipine (NIM), a hydrophobic drug with very poor aqueous solubility that is commonly prescribed for the prevention and treatment of delayed ischemic neurological disorders. The A 2 B star polymers were constructed on a core with orthogonal functionalities that facilitated the performance of “click” chemistry followed by ring-opening polymerization. These star ...
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This review reports some recent advances on the synthesis, self-assembly, and biofunctionalization of various dendrimer-based organic/inorganic hybrid nanoparticles (NPs) for various biomedical applications, including but not limited to protein immobilization, gene delivery, and molecular diagnosis. In particular, targeted molecular imaging of cancer using dendrimer-based organic/inorganic hybrid NPs will be introduced in detail.
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Synthesis of molecular building blocks that incorporate azide and alkyne-terminated functionalities suitable for CuI-catalyzed cycloaddition between alkynes and azides is reported. Their utility in constructing dendritic frameworks with 4, 6, or 12 peripheral acetylene groups using either the convergent or divergent methodology, and their functionalization with desirable end groups are demonstrated.
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#1Kunal KhannaH-Index: 5
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The design and synthesis of a well-defined molecular building block with three orthogonal functionalities which facilitate the construction of ABC-type miktoarm star polymers via a combination of sequential CuI-catalyzed cycloaddition of an azide to an alkyne (“click”) followed by ring-opening polymerization are reported. Using this simple and highly versatile methodology, a variety of miktoarm star polymers were prepared which consisted of hydrophilic poly(ethylene glycol) and hydrophobic polys...
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Abstract: In the past few years, a growing interest has been given to the possible antioxidant functions of a natural acid, synthesized in human tissues: alpha-lipoic acid (ALA). Both the oxidized (disulfide) and reduced (dithiol: dihydrolipoic acid, DHLA) forms of ALA show antioxidant properties. ALA administered in the diet accumulates in tissues, and a substantial part is converted to DHLA via a lipoamide dehydrogenase. Commercial ALA is usually a racemic mixture of the R and S forms. Chemica...
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