Copper(I)-catalyzed 1,3-dipolar cycloaddition reaction of nonfluorescent 3-azidocoumarins and terminal alkynes afforded intense fluorescent 1,2,3-triazole products. The mild condition of this reaction allowed us to construct a large library of pure fluorescent coumarin dyes. Since both azide and alkyne are quite inert to biological systems, this reaction has potential in bioconjugation and bioimaging applications. [reaction: see text]
Acetylenes. -9 Azidocoumarins and 24 acetylenes, both inert to biological systems, are used for the construction of a large library consisting of fluorescent 1,2,3-triazole dyes. This "click and probing" ligation protocol may have a high potential in functionalizing bionanoparticles. -(SIVAKUMAR, K.; XIE, F.; CASH, B. M.; LONG, S.; BARNHILL, H. N.; WANG*, Q.; Org. Lett. 6 (2004) 24, 4603-4606; Dep. Chem. Biochem., Univ. S. C., Columbia, SC 29208, USA; Eng.) -Lindner 13-138
We
report a simple and low-cost strategy to enhance the dielectric
permittivity of polystyrene by up to an order of magnitude via incorporating
an oligoaniline trimer moiety at the end of the polymer chains. The
oligoaniline-capped polystyrene was prepared by a copper-catalyzed
click reaction between azide-capped polystyrene and an alkyne-containing
aniline trimer, which was doped by different acids. By controlling
molecular weight of polystyrene, the end-capped polymers can be induced
to form nanoscale oligoaniline-rich domains embedded in an insulating
matrix. Under an external electric field, this led to an increase
in dielectric polarizability while maintaining a low dielectric loss.
At frequencies as high as 0.1 MHz, the dielectric permittivity and
dielectric loss (tan δ) were ∼22.8 and ∼0.02,
respectively. This strategy may open a new avenue to increasing the
dielectric permittivity of many other commodity polymers while maintaining
relatively low dielectric loss.
Horse spleen apoferritin, the hollow protein shell derived from ferritin, a special biological nanoparticle, can be chemoselectively modified at the lysine residues, which affords a robust scaffold for further chemical reactions including Cu(i)-catalyzed azide-alkyne cycloaddition reaction and atom transfer radical polymerization reaction.
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