Inducible, Site-Specific Protein Labeling by Tyrosine Oxidation–Strain-Promoted (4 + 2) Cycloaddition

نویسندگان

  • Jorick J Bruins
  • Adrie H Westphal
  • Bauke Albada
  • Koen Wagner
  • Lina Bartels
  • Hergen Spits
  • Willem J H van Berkel
  • Floris L van Delft
چکیده

Genetically encoded tyrosine (Y-tag) can be utilized as a latent anchor for inducible and site-selective conjugation. Upon oxidation of tyrosine with mushroom tyrosinase, strain-promoted cycloaddition (SPOCQ) of the resulting 1,2-quinone with various bicyclo[6.1.0]nonyne (BCN) derivatives led to efficient conjugation. The method was applied for fluorophore labeling of laminarinase A and for the site-specific preparation of an antibody-drug conjugate.

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عنوان ژورنال:

دوره 28  شماره 

صفحات  -

تاریخ انتشار 2017