RS/tRNA Foundational Publication Support
Polycarpo, Carla R, Stephanie Herring, Amélie Bérubé, John L Wood, Dieter Söll, and Alexandre Ambrogelly. (2006) 2006. “Pyrrolysine Analogues As Substrates For Pyrrolysyl-Trna Synthetase.”. Febs Letters 580 (28-29): 6695-700.
Nguyen, Duy P, Hrvoje Lusic, Heinz Neumann, Prashant B Kapadnis, Alexander Deiters, and Jason W Chin. (2009) 2009. “Genetic Encoding And Labeling Of Aliphatic Azides And Alkynes In Recombinant Proteins Via A Pyrrolysyl-Trna Synthetase/Trna(Cua) Pair And Click Chemistry.”. Journal Of The American Chemical Society 131 (25): 8720-1. doi:10.1021/ja900553w.
Lang, Kathrin, Lloyd Davis, Jessica Torres-Kolbus, Chungjung Chou, Alexander Deiters, and Jason W Chin. (2012) 2012. “Genetically Encoded Norbornene Directs Site-Specific Cellular Protein Labelling Via A Rapid Bioorthogonal Reaction.”. Nature Chemistry 4 (4): 298-304. doi:10.1038/nchem.1250.
RS/tRNA Usage Publications
Lang, Kathrin, Lloyd Davis, Jessica Torres-Kolbus, Chungjung Chou, Alexander Deiters, and Jason W Chin. (2012) 2012. “Genetically Encoded Norbornene Directs Site-Specific Cellular Protein Labelling Via A Rapid Bioorthogonal Reaction.”. Nature Chemistry 4 (4): 298-304. doi:10.1038/nchem.1250.
RS/tRNA Pair Development Year
2006
ncAA(s) Incorporated
Norbornene-O–L-Lysine (NBO)
ncAA Structure (png, jpg, jpeg)

ncAA Utility
Reactive handle for IEDDA
N6-((2-azidoethoxy)carbonyl)-L-lysine
ncAA Structure (png, jpg, jpeg)

ncAA Utility
Reactive handle for azide-alkyne cycloaddition
Nε-(tert-Butoxycarbonyl)-L-lysine (BocLys)
ncAA Structure (png, jpg, jpeg)

ncAA Utility
Extra-‐chromosomal array (low stability), biolistic bombardment. Scattered in different places in animal.
Nε -D-Prolyl-L-lysine
ncAA Structure (png, jpg, jpeg)

ncAA Utility
n/a
N6-[(2 Propynyloxy)carbonyl]-L-lysine
ncAA Structure (png, jpg, jpeg)
![N6-[(2 Propynyloxy)carbonyl]-L-lysine](/sites/gce4all/files/styles/medium/public/2025-01/ketcher.png?itok=ZvMzQqGp)
ncAA Utility
Reactive handle for azide-alkyne cycloaddition
RS Organism of Origin
Parent RS
RS Mutations
none
tRNA Organism of Origin
Parent tRNA
tRNA Anticodon
CUA
RS/tRNA Availability
N/A
RS/tRNA Additional Notes
Incorporation in E. coli into GFP position 150 E coli and also myoglobin and T4 lysozyme and confirmed by MS. ncAA-GFP produced at ~4 mg/L. In mammalian cells incorporated both norbornene and azide ncAAs into the EGF receptor and showed the norbornene reacted well with tetrazine reagent while the azide had minimal reaction with a cyclooctyne.