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Unnatural Amino Acid Incorporation into Virus-Like Particles
Bioconjugate Chemistry (2008)
  • Erica Strable
  • Duane E Prasuhn
  • Andrew K Udit
  • Steven Brown
  • A. James Link
  • John T Ngo
  • Gabriel Lander
  • Joel Quispe
  • Clinton S Potter
  • Bridget Carragher
  • David A Tirrell
  • M G Finn
Virus-like particles composed of hepatitis B virus (HBV) or bacteriophage Qβ capsid proteins have been labeled with azide- or alkyne-containing unnatural amino acids by expression in a methionine auxotrophic strain of E. coli. The substitution does not affect the ability of the particles to self-assemble into icosahedral structures indistinguishable from native forms. The azide and alkyne groups were addressed by Cu(I)-catalyzed [3 + 2] cycloaddition: HBV particles were decomposed by the formation of more than 120 triazole linkages per capsid in a location-dependent manner, whereas Qβ suffered no such instability. The marriage of these well-known techniques of sense-codon reassignment and bioorthogonal chemical coupling provides the capability to construct polyvalent particles displaying a wide variety of functional groups with near-perfect control of spacing.
Publication Date
March 5, 2008
Citation Information
Erica Strable, Duane E Prasuhn, Andrew K Udit, Steven Brown, et al.. "Unnatural Amino Acid Incorporation into Virus-Like Particles" Bioconjugate Chemistry Vol. 19 Iss. 4 (2008)
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