Norbornene modified peptides and their labelling with tetrazine compounds
AssigneesMedical Research Council, North Carolina State University
InventorsJason Chin, Alexander Deiters, Kathrin Lang
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Abstract
The invention relates to a polypeptide comprising an amino acid having a norbornene group. Suitably said norbornene group is present as an amino acid residue of a norbornene lysine. The invention also relates to a method of producing a polypeptide comprising a norbornene group, said method comprising genetically incorporating an amino acid comprising a norbornene group into a polypeptide.
Claims9
A method of producing a polypeptide comprising a Nε-5-norbornene-2-yloxycarbonyl-L-lysine, said method comprising (i) providing a nucleic acid encoding the polypeptide which nucleic acid comprises an orthogonal amber codon (TAG) encoding said Nε-5-norbornene-2-yloxycarbonyl-L-lysine;
- (ii) translating said nucleic acid in the presence of said Nε-5-norbornene-2-yloxycarbonyl-L-lysine, a MbtRNACUA and a MbPylRS tRNA synthetase, wherein said MbPylRS tRNA synthetase contains the following amino acid substitutions in SEQ ID NO:
- 1:
- L274A, C313S, and M315I, recognizes said MbtRNACUA and said Nε-5-norbornene-2-yloxycarbonyl-L-lysine and attaches said Nε-5-norbornene-2-yloxycarbonyl-L-lysine acid to said MbtRNACUA and said MbtRNACUA recognizes said orthogonal amber codon and incorporates said Nε-5-norbornene-2-yloxycarbonyl-L-lysine into the polypeptide chain at said orthogonal amber codon.
Dependencies are inferred from the claim text.