skip to main content
DOE Patents title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Site specific incorporation of keto amino acids into proteins

Abstract

Compositions and methods of producing components of protein biosynthetic machinery that include orthogonal tRNAs, orthogonal aminoacyl-tRNA synthetases, and orthogonal pairs of tRNAs/synthetases, which incorporate keto amino acids into proteins are provided. Methods for identifying these orthogonal pairs are also provided along with methods of producing proteins with keto amino acids using these orthogonal pairs.

Inventors:
 [1];  [2]
  1. La Jolla, CA
  2. San Diego, CA
Issue Date:
Research Org.:
The Scripps Research Inst., La Jolla, CA (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1016350
Patent Number(s):
7910345
Application Number:
US Patent Application 12/228,146
Assignee:
The Scripps Research Institute (La Jolla, CA)
Patent Classifications (CPCs):
C - CHEMISTRY C12 - BIOCHEMISTRY C12N - MICROORGANISMS OR ENZYMES
C - CHEMISTRY C12 - BIOCHEMISTRY C12P - FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE {
DOE Contract Number:  
FG03-00ER45812; AC03-76SF00098
Resource Type:
Patent
Country of Publication:
United States
Language:
English
Subject:
59 BASIC BIOLOGICAL SCIENCES

Citation Formats

Schultz, Peter G, and Wang, Lei. Site specific incorporation of keto amino acids into proteins. United States: N. p., 2011. Web.
Schultz, Peter G, & Wang, Lei. Site specific incorporation of keto amino acids into proteins. United States.
Schultz, Peter G, and Wang, Lei. Tue . "Site specific incorporation of keto amino acids into proteins". United States. https://www.osti.gov/servlets/purl/1016350.
@article{osti_1016350,
title = {Site specific incorporation of keto amino acids into proteins},
author = {Schultz, Peter G and Wang, Lei},
abstractNote = {Compositions and methods of producing components of protein biosynthetic machinery that include orthogonal tRNAs, orthogonal aminoacyl-tRNA synthetases, and orthogonal pairs of tRNAs/synthetases, which incorporate keto amino acids into proteins are provided. Methods for identifying these orthogonal pairs are also provided along with methods of producing proteins with keto amino acids using these orthogonal pairs.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2011},
month = {3}
}

Patent:

Save / Share:

Works referenced in this record:

Twenty-first aminoacyl-tRNA synthetase-suppressor tRNA pairs for possible use in site-specific incorporation of amino acid analogues into proteins in eukaryotes and in eubacteria
journal, January 2001


Engineering Chemical Reactivity on Cell Surfaces Through Oligosaccharide Biosynthesis
journal, May 1997


Bio–incorporation of telluromethionine into buried residues of dihydrofolate reductase
journal, May 1994


An unnatural base pair for incorporating amino acid analogs into proteins
journal, February 2002


Site-specific incorporation of novel backbone structures into proteins
journal, January 1992


In vitro protein engineering using synthetic tRNAAla with different anticodons
journal, August 1993


Direct Physical Measure of Conformational Rearrangement Underlying Potassium Channel Gating
journal, January 1996


An Expanded Eukaryotic Genetic Code
journal, August 2003


Addition of p-Azido-L-phenylalanine to the Genetic Code of Escherichia coli
journal, July 2002

  • Chin, Jason W.; Santoro, Stephen W.; Martin, Andrew B.
  • Journal of the American Chemical Society, Vol. 124, Issue 31, p. 9026-9027
  • https://doi.org/10.1021/ja027007w

An efficient system for the evolution of aminoacyl-tRNA synthetase specificity
journal, September 2002


Modification of the amino acid specificity of tyrosyl-tRNA synthetase by protein engineering
journal, March 1993


Flash Decaging of Tyrosine Sidechains in an Ion Channel
journal, April 1998


Synthesis of 4-substituted prolines as conformationally constrained amino acid analogs
journal, April 1989


Probing the Structure and Function of the Tachykinin Neurokinin-2 Receptor through Biosynthetic Incorporation of Fluorescent Amino Acids at Specific Sites
journal, August 1996


Selenocysteine: the 21st amino acid
journal, March 1991


A set of plasmids constitutively producing different RNA levels in Escherichia coli
journal, July 1999


Efforts toward Expansion of the Genetic Alphabet:  Replication of DNA with Three Base Pairs
journal, August 2001


Photocrosslinking of the signal sequence of nascent preprolactin to the 54-kilodalton polypeptide of the signal recognition particle.
journal, November 1986


Adding l-3-(2-Naphthyl)alanine to the Genetic Code of E. coli
journal, March 2002


[15] Biosynthetic method for introducing unnatural amino acids site-specifically into proteins
book, January 1991


Human Tyrosyl-tRNA Synthetase Shares Amino Acid Sequence Homology with a Putative Cytokine
journal, May 1997


Expanding tRNA recognition of a tRNA synthetase by a single amino acid change
journal, May 2003


Rational Design of an Unnatural Base Pair with Increased Kinetic Selectivity
journal, September 2000


Unnatural amino acids as probes of protein structure and function
journal, December 2000


TRNA2Gln Su+2 mutants that increase amber suppression.
journal, January 1981


Quadruplet codons: implications for code expansion and the specification of translation step size
journal, April 2000


Progress toward the evolution of an organism with an expanded genetic code
journal, April 1999


Enzymatic incorporation of a new base pair into DNA and RNA extends the genetic alphabet
journal, January 1990


Construction of Escherichia coli amber suppressor tRNA genes: II. Synthesis of additional tRNA genes and improvement of suppressor efficiency
journal, June 1990


Editing of errors in selection of amino acids for protein synthesis.
journal, January 1992


Incorporation of Trifluoromethionine into a Phage Lysozyme:  Implications and a New Marker for Use in Protein 19 F NMR
journal, March 1997


An Engineered Tetrahymena tRNA Gln for in Vivo Incorporation of Unnatural Amino Acids into Proteins by Nonsense Suppression
journal, September 1996


Specific Covalent Labeling of Recombinant Protein Molecules Inside Live Cells
journal, July 1998


2 .ANG. Resolution Structure of DppA, a Periplasmic Dipeptide Transport/Chemosensory Receptor
journal, December 1995


Biodegradation of Aromatic Compounds by Escherichia coli
journal, December 2001


Differences in Backbone Structure between Angiotensin II Agonists and Type I Antagonists
journal, November 1995


Engineering a tRNA and aminoacyl-tRNA synthetase for the site-specific incorporation of unnatural amino acids into proteins in vivo
journal, September 1997


Enlarging the Amino Acid Set of Escherichia coli by Infiltration of the Valine Coding Pathway
journal, April 2001


Site-Directed Mutagenesis with an Expanded Genetic Code
journal, June 1995


A synthetic IgG-binding domain based on staphylococcal protein A
journal, January 1987


Incorporation of Two Different Nonnatural Amino Acids Independently into a Single Protein through Extension of the Genetic Code
journal, December 1999


Biosynthetic site-specific incorporation of a non-natural amino acid into a polypeptide
journal, September 1989


An expanding genetic code
journal, December 2004


Expanding the Genetic Code
journal, January 2005


Synthetically modified DNAs as substrates for polymerases
journal, December 2000


Programming peptidomimetic syntheses by translating genetic codes designed de novo
journal, May 2003


New Photolabeling and Crosslinking Methods
journal, June 1993


Probing ion permeation and gating in a K+ channel with backbone mutations in the selectivity filter
journal, March 2001


Transmembrane protein structure: spin labeling of bacteriorhodopsin mutants
journal, June 1990


Universal rules and idiosyncratic features in tRNA identity
journal, November 1998


Structure of T7 RNA polymerase complexed to the transcriptional inhibitor T7 lysozyme
journal, July 1998


Absolute configuration of the enantiomers of 7-chloro-4-[[4-(diethylamino)-1-methylbutyl]amino]quinoline (chloroquine)
journal, March 1988


Novel cofactors via post-translational modifications of enzyme active sites
journal, July 2000


Site-Specific Protein Modification Using a Ketone Handle
journal, January 1996

  • Cornish, Virginia W.; Hahn, Klaus M.; Schultz, Peter G.
  • Journal of the American Chemical Society, Vol. 118, Issue 34, p. 8150-8151
  • https://doi.org/10.1021/ja961216x

Probing Protein Structure and Function with an Expanded Genetic Code
journal, March 1995


Directed evolution of the site specificity of Cre recombinase
journal, March 2002


Highly Precise Shape Mimicry by a Difluorotoluene Deoxynucleoside, a Replication-Competent Substitute for Thymidine
journal, January 1997


Site-specific incorporation of biotinylated amino acids to identify surface-exposed residues in integral membrane proteins
journal, October 1997


A general approach for the generation of orthogonal tRNAs
journal, September 2001


Major Anticodon-binding Region Missing from an Archaebacterial tRNA Synthetase
journal, December 1999


A Novel Copper-Mediated DNA Base Pair
journal, November 2000

  • Meggers, Eric; Holland, Patrick L.; Tolman, William B.
  • Journal of the American Chemical Society, Vol. 122, Issue 43, p. 10714-10715
  • https://doi.org/10.1021/ja0025806

Backbone Mutations in Transmembrane Domains of a Ligand-Gated Ion Channel
journal, January 1999


Strategies for in vitro and in vivo translation with non-natural amino acids
journal, December 1996


A New Functional Suppressor tRNA/Aminoacyl−tRNA Synthetase Pair for the in Vivo Incorporation of Unnatural Amino Acids into Proteins
journal, May 2000


Efforts toward Expansion of the Genetic Alphabet:  DNA Polymerase Recognition of a Highly Stable, Self-Pairing Hydrophobic Base
journal, December 1999


Quisqualic acid analogs: synthesis of .beta.-heterocyclic 2-aminopropanoic acid derivatives and their activity at a novel quisqualate-sensitized site
journal, November 1992


Noninvasive Tracing of Recombinant Proteins with “Fluorophenylalanine-Fingers”
journal, August 2000


Libraries of hybrid proteins from distantly related sequences
journal, May 2001


5′–3′ Exonucleases in phosphorothioate-based oligonucleotide-directed mutagenesis
journal, January 1988


Compilation of tRNA sequences and sequences of tRNA genes
journal, January 1998


Glycine tRNA mutants with normal anticodon loop size cause -1 frameshifting.
journal, October 1989


A general method for site-specific incorporation of unnatural amino acids into proteins
journal, April 1989


Addition of the keto functional group to the genetic code of Escherichia coli
journal, December 2002


Enzymatic Phosphorylation of Unnatural Nucleosides
journal, December 2002


Bioincorporation of telluromethionine into proteins: a promising new approach for X-ray structure analysis of proteins
journal, July 1997


Production and fluorescence-activated cell sorting of Escherichia coli expressing a functional antibody fragment on the external surface.
journal, November 1993


Efficient introduction of alkene functionality into proteins in vivo
journal, May 1998


Enzymatic incorporation of a new base pair into DNA and RNA
journal, October 1989


Toward the experimental codon reassignment in vivo : protein building with an expanded amino acid repertoire
journal, January 1999


Exploring the Limits of Codon and Anticodon Size
journal, February 2002


Efficient introduction of aryl bromide functionality into proteins in vivo
journal, February 2000


Fluorescent Protein Biosensors: Measurement of Molecular Dynamics in Living Cells
journal, June 1995


Protein-protein interaction: a genetic selection for compensating mutations at the barnase-barstar interface.
journal, March 1996


Phage selection for site-specific incorporation of unnatural amino acids into proteins in vivo
journal, September 2001


Addition of a photocrosslinking amino acid to the genetic code of Escherichia coli
journal, August 2002


Efficient Incorporation of Nonnatural Amino Acids with Large Aromatic Groups into Streptavidin in In Vitro Protein Synthesizing Systems
journal, January 1999


Expanding the genetic code: selection of efficient suppressors of four-base codons and identification of “shifty” four-base codons with a library approach in Escherichia coli
journal, March 2001


Synthesis of novel α-amino-acids and derivatives using radical chemistry: synthesis of L- and D-α-amino-adipic acids, L-α
journal, January 1987


Aminoacyl-tRNA synthetases: Versatile players in the changing theater of translation
journal, November 2002


A binding protein for l-glutamine and its relation to active transport in E. coli
journal, February 1971


A Mutant Escherichia coli Tyrosyl-tRNA Synthetase Utilizes the Unnatural Amino Acid Azatyrosine More Efficiently than Tyrosine
journal, September 2000


Expanding the genetic code
journal, December 2001


Efficient Incorporation of Unsaturated Methionine Analogues into Proteins in Vivo
journal, February 2000


Aspartate identity of transfer RNAs
journal, January 1996


Characterization of an ‘orthogonal’ suppressor tRNA derived from E. coli tRNA2Gln
journal, September 1997


Efforts toward the Expansion of the Genetic Alphabet:  Information Storage and Replication with Unnatural Hydrophobic Base Pairs
journal, April 2000


Glutamine analogues as potential antimalarials
journal, March 1991


Crystal structure of yeast phenylalanine transfer RNA: I. Crystallographic refinement
journal, August 1978


Synthesis of Derivatives of Glutamine as Model Substrates for Anti-tumor Agents
journal, July 1959


Expanding the Genetic Code of Escherichia coli
journal, April 2001