2003
DOI: 10.1002/anie.200351962
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Self‐Immolative Dendrimers

Abstract: Docking the tails: The triggering of a single cleavage at the core of a new class of dendrimers (see, for example, the second generation dendron) results in a spontaneous chain fragmentation and the release all of the tail (reporter) units. Such dendrimers may be applied as a general platform for prodrugs or sensor molecules for enzymatic activity.

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Cited by 303 publications
(273 citation statements)
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References 15 publications
(9 reference statements)
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“…The solvent was then removed under reduced pressure to yield the crude product as a yellow oil. Flash chromatography (Hex/EtOAc, 90:10) gave the pure final product (0.595 g, 28%) as a colorless oil: 1 3 mmol) were dissolved in a mixture of anhydrous methylene chloride (15 mL) and anhydrous DMF (9 mL). N,N-Dicyclohexylcarbodiimide was quickly added to the reaction mixture, which was stirred under argon overnight.…”
Section: ■ Experimental Sectionmentioning
confidence: 99%
“…The solvent was then removed under reduced pressure to yield the crude product as a yellow oil. Flash chromatography (Hex/EtOAc, 90:10) gave the pure final product (0.595 g, 28%) as a colorless oil: 1 3 mmol) were dissolved in a mixture of anhydrous methylene chloride (15 mL) and anhydrous DMF (9 mL). N,N-Dicyclohexylcarbodiimide was quickly added to the reaction mixture, which was stirred under argon overnight.…”
Section: ■ Experimental Sectionmentioning
confidence: 99%
“…Although the enhanced effect that stems from many identical end groups being present simultaneously at the same place is of great importance, the combination of utilizing the multivalency and the precise architecture as an active framework able functioning more than just a scaffold, opens the way for novel and exciting dendrimeric devices. Two such concepts that conceal both the multivalency and the active framework features are the use of dendrimers as light harvesting antennae [19][20][21][22], and as molecular amplifiers [7,21,23,24]. The latter use of dendrimers is based on disintegrating the dendrimeric skeleton into its subunits, thus releasing all of its functional end-groups as a result of a signal initiated at the core of the dendrimer.…”
Section: Figurementioning
confidence: 99%
“…[2] The amount of drug activated at the targeted tissue is dependent on the rate and concentration of the specific enzyme. To overcome this limitation, our group [3,4] and two others [5,6] have designed dendritic units that are able to release several drug molecules with a single enzymatic cleavage. We have also demonstrated the potential of the dendritic platform with the first bioactivation of dimeric prodrugs.…”
mentioning
confidence: 99%