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Structural basis of furan-amino acid recognition by a polyspecific aminoacyl-tRNA-synthetase and its genetic encoding in human cells.

Schmidt MJ, Weber A, Pott M, Welte W, Summerer D
Chembiochem 15 1755-60 (2014)
Related entries: 4cs2, 4cs3

Cited: 12 times
EuropePMC logo PMID: 24737732

Abstract

The site-selective introduction of photo-crosslinking groups into proteins enables the discovery and mapping of weak and/or transient protein interactions with high spatiotemporal resolution, both in vitro and in vivo. We report the genetic encoding of a furan-based, photo-crosslinking amino acid in human cells; it can be activated with red light, thus offering high penetration depths in biological samples. This is achieved by activation of the amino acid and charging to its cognate tRNA by a pyrrolysyl-tRNA-synthetase (PylRS) mutant with broad polyspecificity. To gain insights into the recognition of this amino acid and to provide a rationale for its polyspecificity, we solved three crystal structures of the PylRS mutant: in its apo-form, in complex with adenosine 5'-(β,γ-imido)triphosphate (AMP-PNP) and in complex with the AMP ester of the furan amino acid. These structures provide clues for the observed polyspecificity and represent a promising starting point for the engineering of PylRS mutants with further increased substrate scope.

Reviews citing this publication (2)

  1. Site-directed spin labeling of proteins for distance measurements in vitro and in cells. Roser P, Schmidt MJ, Drescher M, Summerer D. Org Biomol Chem 14 5468-5476 (2016)
  2. Expanded genetic code technologies for incorporating modified lysine at multiple sites. Yanagisawa T, Umehara T, Sakamoto K, Yokoyama S. Chembiochem 15 2181-2187 (2014)

Articles citing this publication (10)

  1. Polyspecific pyrrolysyl-tRNA synthetases from directed evolution. Guo LT, Wang YS, Nakamura A, Eiler D, Kavran JM, Wong M, Kiessling LL, Steitz TA, O'Donoghue P, Söll D. Proc Natl Acad Sci U S A 111 16724-16729 (2014)
  2. Introductory Journal Article The exploding genetic code. Lemke EA. Chembiochem 15 1691-1694 (2014)
  3. Two rapid catalyst-free click reactions for in vivo protein labeling of genetically encoded strained alkene/alkyne functionalities. Kurra Y, Odoi KA, Lee YJ, Yang Y, Lu T, Wheeler SE, Torres-Kolbus J, Deiters A, Liu WR. Bioconjug Chem 25 1730-1738 (2014)
  4. Engineering a Polyspecific Pyrrolysyl-tRNA Synthetase by a High Throughput FACS Screen. Hohl A, Karan R, Akal A, Renn D, Liu X, Ghorpade S, Groll M, Rueping M, Eppinger J. Sci Rep 9 11971 (2019)
  5. Phosphine-Activated Lysine Analogues for Fast Chemical Control of Protein Subcellular Localization and Protein SUMOylation. Wesalo JS, Luo J, Morihiro K, Liu J, Deiters A. Chembiochem 21 141-148 (2020)
  6. Genetically encoded fluorophenylalanines enable insights into the recognition of lysine trimethylation by an epigenetic reader. Lee YJ, Schmidt MJ, Tharp JM, Weber A, Koenig AL, Zheng H, Gao J, Waters ML, Summerer D, Liu WR. Chem Commun (Camb) 52 12606-12609 (2016)
  7. Expanding the Scope of Orthogonal Translation with Pyrrolysyl-tRNA Synthetases Dedicated to Aromatic Amino Acids. Tseng HW, Baumann T, Sun H, Wang YS, Ignatova Z, Budisa N. Molecules 25 E4418 (2020)
  8. Incorporation of Amino Acids with Long-Chain Terminal Olefins into Proteins. Exner MP, Köhling S, Rivollier J, Gosling S, Srivastava P, Palyancheva ZI, Herdewijn P, Heck MP, Rademann J, Budisa N. Molecules 21 287 (2016)
  9. Equipping Coiled-Coil Peptide Dimers With Furan Warheads Reveals Novel Cross-Link Partners. Miret-Casals L, Van De Putte S, Aerssens D, Diharce J, Bonnet P, Madder A. Front Chem 9 799706 (2021)
  10. Crystal Structure of Pyrrolysyl-tRNA Synthetase from a Methanogenic Archaeon ISO4-G1 and Its Structure-Based Engineering for Highly-Productive Cell-Free Genetic Code Expansion with Non-Canonical Amino Acids. Yanagisawa T, Seki E, Tanabe H, Fujii Y, Sakamoto K, Yokoyama S. Int J Mol Sci 24 6256 (2023)


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