479587-07-0Relevant academic research and scientific papers
Combining aminocyanine dyes with polyamide dendrons: A promising strategy for imaging in the near-infrared region
Ornelas, Catia,Lodescar, Rachelle,Durandin, Alexander,Canary, James W.,Pennell, Ryan,Liebes, Leonard F.,Weck, Marcus
supporting information; scheme or table, p. 3619 - 3629 (2011/05/05)
Cyanine dyes are known for their fluorescence in the near-IR (NIR) region, which is desirable for biological applications. We report the synthesis of a series of aminocyanine dyes containing terminal functional groups such as acid, azide, and cyclooctyne groups for further functionalization through, for example, click chemistry. These aminocyanine dyes can be attached to polyfunctional dendrons by copper-catalyzed azide alkyne cycloaddition (CuAAC), strain-promoted azide alkyne cycloaddition (SPAAC), peptide coupling, or direct SNR1 reactions. The resulting dendron-dye conjugates were obtained in high yields and displayed high chemical stability and photostability. The optical properties of the new compounds were studied by UV/Vis and fluorescence spectroscopy. All compounds show large Stokes shifts and strong fluorescence in the NIR region with high quantum yields, which are optimal properties for in vivo optical imaging.
Construction of a well-defined multifunctional dendrimer for theranostics
Ornelas, Catia,Pennell, Ryan,Liebes, Leonard F.,Weck, Marcus
, p. 976 - 979 (2011/04/25)
A dendrimer-based building block for theranostics was designed. The multifunctional dendrimer is polyamide-based and contains nine azide termini, nine amine termini, and fifty-four terminal acid groups. Orthogonal functionalization of the multifunctional
Syntheses of new 1 → (2 + 1) C-branched monomers for the construction of multifunctional dendrimers
Newkome, George R.,Kim, Hyung J.,Moorefield, Charles N.,Maddi, Hima,Yoo, Kyung-Soo
, p. 4345 - 4354 (2007/10/03)
For the purpose of providing a route to multifunctionalized dendrimers, new types of 1 → (2 + 1) C-branched monomers, possessing either ester and protected hydroxy groups or mixed esters, were designed and synthesized. Thus, di-tert-butyl 4-(3-[X]oxypropyl)-4-aminoheptanedionate (X = MeCO, 4; X = CH2CH2CN, 6; X = CH2C6H5, 7) was prepared in high yields via the protection of the nitro precursor 2(X = H), which was readily accessible from the Michael addition of 4-nitrobutanol with tert-butyl acrylate, followed by catalytic reduction. These monomers were readily attached to an appropriate four-directional core to produce the first-generation dendrimers (e.g., 9-11). The related second-generation dendrimer (15), possessing two different functional groups on both the surface and interior, was convergently synthesized from monomer 3. Alternatively, the mixed ester 17 was prepared starting with benzyl 4-nitrobutanoate (16); selective deprotection offered access to the representative 1 → (2 + 1) C-branched monomer 20, which was converted to dendrimers 29 and 30 with a single novel terminus per dendron. These 1 → (2 + 1) C-branched monomers offer synthetic versatility to place different functionality at different levels within or on the surface of the dendritic construct.
Spirometallodendrimers: Terpyridine-based intramacromolecular cyclization upon complexation
Newkome, George R.,Yoo, Kyung Soo,Moorefield, Charles N.
, p. 2164 - 2165 (2007/10/03)
The first examples of metallodendritic spiranes have been obtained via incorporation of single terpyridine units within each dendritic quadrant.
