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Literature DB >> 20571694

A method to site-specifically introduce methyllysine into proteins in E. coli.

Hui-Wang Ai¹, Jae Wook Lee, Peter G Schultz.

Abstract

A mutant pyrrolysyl-tRNA synthetase/tRNA pair was used to genetically encode allylcarbamoyl methyllysine in bacteria. This amino acid can be converted to methyllysine with a ruthenium catalyst, providing a straightforward approach for site-specifically introducing methyllysine residues into proteins.

Entities: Chemical Disease Species

Mesh：

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Year: 2010 PMID： 20571694 PMCID： PMC2928331 DOI： 10.1039/c0cc00108b

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

22 in total

1. Genetically encoding N(epsilon)-acetyllysine in recombinant proteins.

Authors: Heinz Neumann; Sew Y Peak-Chew; Jason W Chin
Journal: Nat Chem Biol Date: 2008-02-17 Impact factor: 15.040

2. A facile system for encoding unnatural amino acids in mammalian cells.

Authors: Peng R Chen; Dan Groff; Jiantao Guo; Weijia Ou; Susan Cellitti; Bernhard H Geierstanger; Peter G Schultz
Journal: Angew Chem Int Ed Engl Date: 2009 Impact factor: 15.336

3. Site-specific incorporation of methyl- and acetyl-lysine analogues into recombinant proteins.

Authors: Jiantao Guo; Jiangyun Wang; Jong Seok Lee; Peter G Schultz
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

4. A post-translational modification code for transcription factors: sorting through a sea of signals.

Authors: Bérénice A Benayoun; Reiner A Veitia
Journal: Trends Cell Biol Date: 2009-03-26 Impact factor: 20.808

5. Enabling olefin metathesis on proteins: chemical methods for installation of S-allyl cysteine.

Authors: Justin M Chalker; Yuya A Lin; Omar Boutureira; Benjamin G Davis
Journal: Chem Commun (Camb) Date: 2009-05-27 Impact factor: 6.222

6. Genetic encoding and labeling of aliphatic azides and alkynes in recombinant proteins via a pyrrolysyl-tRNA Synthetase/tRNA(CUA) pair and click chemistry.

Authors: Duy P Nguyen; Hrvoje Lusic; Heinz Neumann; Prashant B Kapadnis; Alexander Deiters; Jason W Chin
Journal: J Am Chem Soc Date: 2009-07-01 Impact factor: 15.419

7. Reconstitution of yeast silent chromatin: multiple contact sites and O-AADPR binding load SIR complexes onto nucleosomes in vitro.

Authors: Fabrizio Martino; Stephanie Kueng; Philip Robinson; Monika Tsai-Pflugfelder; Fred van Leeuwen; Mathias Ziegler; Fabien Cubizolles; Moira M Cockell; Daniela Rhodes; Susan M Gasser
Journal: Mol Cell Date: 2009-02-13 Impact factor: 17.970

8. A pyrrolysine analogue for protein click chemistry.

Authors: Tomasz Fekner; Xin Li; Marianne M Lee; Michael K Chan
Journal: Angew Chem Int Ed Engl Date: 2009 Impact factor: 15.336

9. Multistep engineering of pyrrolysyl-tRNA synthetase to genetically encode N(epsilon)-(o-azidobenzyloxycarbonyl) lysine for site-specific protein modification.

Authors: Tatsuo Yanagisawa; Ryohei Ishii; Ryuya Fukunaga; Takatsugu Kobayashi; Kensaku Sakamoto; Shigeyuki Yokoyama
Journal: Chem Biol Date: 2008-11-24

10. Quantitative and Structural Assessment of Histone Methyllysine Analogue Engagement by Cognate Binding Proteins Reveals Affinity Decrements Relative to Those of Native Counterparts.

Authors: Zhonglei Chen; Ryan Q Notti; Beatrix Ueberheide; Alexander J Ruthenburg
Journal: Biochemistry Date: 2017-11-10 Impact factor: 3.162

A method to site-specifically introduce methyllysine into proteins in E. coli.

1. Genetically encoding N(epsilon)-acetyllysine in recombinant proteins.

2. A facile system for encoding unnatural amino acids in mammalian cells.

3. Site-specific incorporation of methyl- and acetyl-lysine analogues into recombinant proteins.

4. A post-translational modification code for transcription factors: sorting through a sea of signals.

5. Enabling olefin metathesis on proteins: chemical methods for installation of S-allyl cysteine.

6. Genetic encoding and labeling of aliphatic azides and alkynes in recombinant proteins via a pyrrolysyl-tRNA Synthetase/tRNA(CUA) pair and click chemistry.

7. Reconstitution of yeast silent chromatin: multiple contact sites and O-AADPR binding load SIR complexes onto nucleosomes in vitro.

8. A pyrrolysine analogue for protein click chemistry.

9. Multistep engineering of pyrrolysyl-tRNA synthetase to genetically encode N(epsilon)-(o-azidobenzyloxycarbonyl) lysine for site-specific protein modification.

10. The site-specific installation of methyl-lysine analogs into recombinant histones.

Review 1. Designer proteins: applications of genetic code expansion in cell biology.

2. Site-specific incorporation of ε-N-crotonyllysine into histones.

3. Genetic Incorporation of ε-N-2-Hydroxyisobutyryl-lysine into Recombinant Histones.

4. Palladium-triggered deprotection chemistry for protein activation in living cells.

Review 5. Histones: at the crossroads of peptide and protein chemistry.

6. Proteins with Site-Specific Lysine Methylation.

Review 7. Pyrrolysyl-tRNA synthetase: an ordinary enzyme but an outstanding genetic code expansion tool.

Review 8. Chemical biology approaches for studying posttranslational modifications.

Review 9. Repurposing the translation apparatus for synthetic biology.

10. Quantitative and Structural Assessment of Histone Methyllysine Analogue Engagement by Cognate Binding Proteins Reveals Affinity Decrements Relative to Those of Native Counterparts.