Evidence map›Paper›PMID 22437715›Full record

ArticleNature chemistry2012

Genetically encoded norbornene directs site-specific cellular protein labelling via a rapid bioorthogonal reaction.

Kathrin Lang, Lloyd Davis, Jessica Torres-Kolbus, Chungjung Chou, Alexander Deiters, Jason W Chin

Abstract read
In one paragraph

Article in Nature chemistry, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 208 papers, 1 of them a synthesis that pooled it.

0numbers the graph read from it
0cells of the map it votes in
208citing papers in PubMed, 1 pooled it
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

208 citing papers in PubMed, 1 synthesis or guideline pooled it.

  1. Pooled it
  2. Bioorthogonal Chemistry in Neurobiology: From Imaging to Proteomics.Chembiochem : a European journal of chemical biology · 2026
    Review
  3. Review
  4. Review
  5. Review
  6. Genetic Code Expanded T Cell for Controllable Immunotherapy.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026
    Article
  7. Article
  8. Review
  9. Article
  10. Article
  11. Article
  12. Article
  13. Article
  14. Article
  15. Review
  16. Review
  17. Recent advances in the expanding genetic code.Current opinion in chemical biology · 2024
    Review
  18. Review
  19. Article
  20. Review

148 more citing papers are in PubMed but not listed here.

4 · The record

Corrections and comments

5 · Who and what money

Authors and funding

6 authors.

Kathrin Lang *Medical Research Council Laboratory of Molecular Biology, Hills Road, Cambridge CB2 0QH, UK.
Lloyd Davis *Medical Research Council Laboratory of Molecular Biology, Hills Road, Cambridge CB2 0QH, UK.
Jessica Torres-KolbusDepartment of Chemistry, North Carolina State University, Raleigh, North Carolina 27695-8204, USA.
Chungjung ChouDepartment of Chemistry, North Carolina State University, Raleigh, North Carolina 27695-8204, USA.
Alexander DeitersDepartment of Chemistry, North Carolina State University, Raleigh, North Carolina 27695-8204, USA.
Jason W ChinMedical Research Council Laboratory of Molecular Biology, Hills Road, Cambridge CB2 0QH, UK.

Funding

Switchable Systems for Spatio-Temporal Control of Gene Expression in ZebrafishR01GM079114 · NIGMS · NORTH CAROLINA STATE UNIVERSITY RALEIGH · PI DEITERS, ALEXANDER · 2007 to 2011
$1.6M
Medical Research Council MC_UP_A024_1008Medical Research Council U.1051.03.016(81009)Medical Research Council U105181009Medical Research Council UD99999908NIGMS NIH HHS GM079114NIGMS NIH HHS R01 GM079114
6 · The paper itself

Abstract

The site-specific incorporation of bioorthogonal groups via genetic code expansion provides a powerful general strategy for site-specifically labelling proteins with any probe. However, the slow reactivity of the bioorthogonal functional groups that can be encoded genetically limits the utility of this strategy. We demonstrate the genetic encoding of a norbornene amino acid using the pyrrolysyl tRNA synthetase/tRNA(CUA) pair in Escherichia coli and mammalian cells. We developed a series of tetrazine-based probes that exhibit 'turn-on' fluorescence on their rapid reaction with norbornenes. We demonstrate that the labelling of an encoded norbornene is specific with respect to the entire soluble E. coli proteome and thousands of times faster than established encodable bioorthogonal reactions. We show explicitly the advantages of this approach over state-of-the-art bioorthogonal reactions for protein labelling in vitro and on mammalian cells, and demonstrate the rapid bioorthogonal site-specific labelling of a protein on the mammalian cell surface.

Indexed as

Amino AcidsAmino Acyl-tRNA SynthetasesCell LineFluorescent DyesGreen Fluorescent ProteinsHumansLysineNorbornanesProteinsRhodamines5-carboxytetramethylrhodamine succinimidyl esterAmino AcidsAmino Acyl-tRNA Synthetasesenhanced green fluorescent proteinFluorescent DyesGreen Fluorescent ProteinsLysineNorbornanesProteinspyrrolysineRhodamines

Identifiers

PMID22437715
PMCPMC3758886

What OpenQuestion holds

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Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.