Modular synthesis of amphiphilic chitosan derivatives based on copper-free click reaction for drug delivery

Transferrin Receptor Targeted Polyplexes Completely Comprised of Sequence‐Defined Components

“…In literature, the click reaction between DBCO and azide units is stated to be selective, holds high yield and has good reaction kinetics. [60][61][62][63] We proved the successful DBCO coupling to our azido-bearing carriers via high-performance liquid chromatography (HPLC) and Matrix-Assisted Laser Desorption/Ionization Time-Of-Flight (MALDI-TOF) mass spectrometry, exemplarily for the click reaction between azido-lipo-OAA 1284 (Scheme 1) and DBCO agent R-PEG-1 (Scheme 2). After a reaction time of 4 h (the used incubation time for polyplex post functionalization in this study), the main educts peaks on HPLC disappeared and a new peak is visible, indicating the successful click-reaction (Figure S1, Supporting Information).…”

Biointerface Coatings With Structural and Biochemical Properties Modifications of Biomaterials

“…Using a modular approach based on the strain-promoted azide-alkyne cycloaddition click reaction, deoxycholic acid-or octanoic acid-modified N-azido propionyl-N, O-sulfate chitosan was synthesized in the study by adjusting the hydrophobic groups. [248] It was expected that this modular approach could easily and effectively deliver many chitosan derivatives for developing multifunctional drug carriers. Moreover, Deng et al presented a synthetic method for creating reactive coatings for 1,3-dipolar cycloadditions that were copper-free and showed how a bioorthogonal reaction strategy based on two sequential click reactions could be achieved.…”

“…Using a modular approach based on the strain‐promoted azide–alkyne cycloaddition click reaction, deoxycholic acid‐ or octanoic acid‐modified N ‐azido propionyl‐ N , O‐sulfate chitosan was synthesized in the study by adjusting the hydrophobic groups. [ 248 ] It was expected that this modular approach could easily and effectively deliver many chitosan derivatives for developing multifunctional drug carriers. Moreover, Deng et al.…”

Copper(ii)-MOFs for bio-applications

“…On the other hand, there are various materials that have demonstrated in recent years their high biocompatibility as a modified copper release system, such as polymer-based biofilms, an example is alginate with copper; however it has a low metal charge and the proposed production methods involve more steps compared to the content of a copper MOF and its production. 92 Other delivery systems are those proposed by chitosan with copper for drug delivery 93 and polymeric nanoparticles with copper coordination for cancer therapy; 94 however, obtaining these materials continues to be through chemical reactions in multiple stages compared to that obtained with one-step synthesis and a green copper MOF.…”