1041434-09-6Relevant articles and documents
Protein and enzyme gated supramolecular disassembly
Guo, Jing,Zhuang, Jiaming,Wang, Feng,Raghupathi, Krishna R.,Thayumanavan
, p. 2220 - 2223 (2014/03/21)
An amphiphilic nanoassembly was designed to respond to the concurrent presence of a protein and an enzyme. We present herein a system, where in the presence of these two stimuli supramolecular disassembly and molecular release occur. This molecular releas
Enzyme-triggered disassembly of dendrimer-based amphiphilic nanocontainers
Azagarsamy, Malar A.,Sokkalingam, Punidha,Thayumanavan
supporting information; experimental part, p. 14184 - 14185 (2010/02/15)
(Figure Presented) We demonstrate a new enzyme-induced disassembly of amphiphilic nanocontainers based on dendrimers. Disassembly and the ensuing release of noncovalently bound guest molecules are of great interest because of their implications in areas s
Tailoring a bacteriochlorin building block with cationic, amphipathic, or lipophilic substituents
Ruzie, Christian,Krayer, Michael,Balasubramanian, Thiagarajan,Lindsey, Jonathan S.
, p. 5806 - 5820 (2008/12/21)
(Chemical Equation Presented) Bacteriochlorins are attractive candidates for photodynamic therapy (PDT) of diverse medical indications owing to their strong absorption in the near-infrared (NIR) region, but their use has been stymied by lack of access to stable, synthetically malleable molecules. To overcome these limitations, a synthetic free base 3,13-dibromobacteriochlorin (BC-Br3Br13) has been exploited as a building block in the synthesis of diverse bacteriochlorins via Pd-mediated coupling reactions (Sonogashira, Suzuki, and reductive carbonylation). Each bacteriochlorin is stable to adventitious dehydrogenation by virtue of the presence of a geminal dimethyl group in each pyrroline ring. The target bacteriochlorins bear cationic, lipophilic, or amphipathic substituents at the 3- and 13- (β-pyrrolic) positions. A dicarboxybacteriochlorin was converted to amide derivatives via the intermediate diacid chloride. A diformylbacteriochlorin was subjected to reductive amination to give aminomethyl derivatives. A set of 3,5-disubstituted aryl groups bearing lipophilic or amphipathic groups was introduced via Suzuki coupling. Altogether 22 free base bacteriochlorins have been prepared. Eight aminoalkylbacteriochlorins were quaternized with methyl iodide at two or four amine sites per molecule, which resulted in water solubility. Each bacteriochlorin exhibits a Qy absorption band in the range of 720-772 nm. The ability to introduce a wide variety of peripheral functional groups makes these bacteriochlorins attractive candidates for diverse applications in photomedicine including PDT in the NIR region.