Receiver–Amplifier, Self‐Immolative Dendritic Device

Abstract

Self-immolative dendrimers disassemble through a domino-like chain fragmentation initiated by a single cleavage at the dendrimer core. We have designed and synthesized dendritic molecules that resemble dendritic architectures present in nature. The unique design allows a cleavage signal received by any one of the multiple triggers on one side of the dendrimer to be transferred convergently to a focal point. The signal is divergently amplified through to the other side of the dendrimer, reporter units are released, and fluorescence is emitted. During signal propagation, the dendritic molecule disassembles in a self-immolative manner into small fragments. These compounds are the longest dendritic system ever reported to disassemble through sequential self-immolative reactions. The synthesized dendritic molecules have an architecture and signal-conducting activity related to that of neurons.

Increasing materials' response to two-photon NIR light via self-immolative dendritic scaffolds

“…The signal from IM 1 gradually decreases within 96 hours, consistent with the previously published degradation kinetics of quinone-methide dendrimers, 19 while IM 21 remains in solution for 120 hours (Figure 2). The build-up of IM 22 in solution over time and its subsequent disappearance after 196 hrs confirms the end-to-end degradation of G2 .…”

Self‐Immolative Spacers: Kinetic Aspects, Structure–Property Relationships, and Applications

“…[52,83,95] Water was used to cleave labile esters (entry 7, Table 1), [59] which enabled slow activation under physiological conditions. Activation reactions based on proton exchange have mainly involved Boc [57,59,60,[96][97][98][99][100] and Fmoc [98] carbamate protecting groups of amines.A fter activation, decarboxylation takes place before liberation of the desired compound (entries 8-10, Table 1). …”

“…Enzyme activationp roved to be highly sensitivet o sterich indrance:T he half-life associatedw ithe nzymatic activationb yp lasmind ropped from 42 to 4min whent he activationw as combinedw itht he cyclizationo fN , N ' -ethylenediamine.A ntibody3 8C2-mediateda ctivation by ar etroaldol retro-Michael reactionhas been implementedtoliberate drugs or 4-nitrophenol (entry2,T able 2). [42,45,[100][101][102][103] Penicillin Ga midase (PGA) andB ovine Serum Albumin( BSA) have beenu sedt oc leave the phenylacetamide moiety (entry3,T able2) [34,38,44,45,55,92,96,99,100,[104][105][106][107][108] and ac arbamate [109] (entry 4, Table2), andl iberatev ariouss ubstrates. b-Glucuronidase (b-GUS) [33,40,43] (entry 5, Table2)a nd b-Galactosidase [110][111][112] (entry 6, Table2)h aveb eens uccessfully implementedtospecifically deliver bioactive substrates in tumors and in bacteria.…”

Carbon Nanofiber-based Luminol-biotin Probe for Sensitive Chemiluminescence Detection of Protein

“…A more interesting technique utilizes multicarrier labels connected to a single functional site of the antibody. 9 Several types of multi-functional carriers have been used in the tags synthesis, such as dendrimers, 10 natural polysaccharides, 11 gold nanoparticles, 12 viral nanoparticles, 13 nanotubes, 14 nanocrystals, 15 liposomes 16 and polymers. 17 The strategy investigated by our and other groups is the application of polysaccharides as carriers of multiple enzymatic or chemiluminescent labels.…”