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

Abstract

Bi-and trifunctional dendrimer and miktoarm nanocarriers, containing a combination of covalently linked model drug (R-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 R-lipoic acid enhance intracellular glutathione (GSH) concentrations.

Scalable synthesis and validation of PAMAM dendrimer‐N‐acetyl cysteine conjugate for potential translation

“…Recently, the field of drug delivery has been revolutionized with a plethora of innovative nanotechnology-based products which can effectively diffuse through the biological barricades within the body and deliver payloads of drugs, DNA, proteins or peptides to injured or diseased cells and tissues. [11][12][13][14][15][16] Despite the significant growth in the field of nanotechnology, nanoparticles face challenges during clinical translation. Major challenges include reproducible scale-up of the synthesis, and definition of the benchmarks of the final product and the stability.…”

Janus second-order nonlinear optical dendrimers: their controllable molecular topology and corresponding largely enhanced performance

“…3 In addition to their regular and symmetry features, dendrimers often possesses more than one valuable property derived from different functional groups located at different sites of internal dendrons, layer or terminal groups. 4 Some specific dendrimers, classified as bow-tie or Janus, 5 three-face, 6 core–shell, 7 onion peel, 8 etc. , are attractive not only for their amazing functions or properties, but also for the art of their syntheses.…”

Brief Timelapse on Dendrimer Chemistry: Advances, Limitations, and Expectations

“…[51d] Following a similar synthetic approach, Sharma et al developed a trifunctional arene molecule bearing an alkyl bromide, an alkyne and a protected alkyne. They used this trifunctional core to construct trifunctional dendrimers through a combination of “click” reactions in sequence with esterification . The resulting dendrimers contained three fluorescent Bodipy dyes, three polyethylene glycol chains and three α‐lipoic acid moieties.…”