A Genetically Encoded Norbornene Amino Acid for the Mild and Selective Modification of Proteins in a Copper-Free Click Reaction

Built in for clicks: A specially evolved pyrrolysyl‐tRNA synthetase from Methanosarcina mazei was used to incorporate a norbornene amino acid into proteins in E. coli. This unit can be site‐selectively modified under mild physiological conditions using a [3+2] cycloaddition reaction with nitrile imi...

Full description

Saved in:
Bibliographic Details
Published in:Angewandte Chemie International Edition 2012-04, Vol.51 (18), p.4466-4469
Main Authors: Kaya, Emine, Vrabel, Milan, Deiml, Christian, Prill, Stefan, Fluxa, Viviana S., Carell, Thomas
Format: Article
Language:English
Subjects:
Amino acids
Amino Acids - chemistry
Amino Acids - genetics
Amino Acyl-tRNA Synthetases - genetics
Click Chemistry
Copper - chemistry
copper-free click chemistry
Cycloaddition
Electrophoresis, Polyacrylamide Gel
Imines
Methanosarcina - enzymology
Methanosarcina mazei
Models, Molecular
Molecular Sequence Data
nitrile imines
Nitriles
Norbornanes - chemistry
norbornene amino acid
protein modification
Proteins
pyrrolysine
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Built in for clicks: A specially evolved pyrrolysyl‐tRNA synthetase from Methanosarcina mazei was used to incorporate a norbornene amino acid into proteins in E. coli. This unit can be site‐selectively modified under mild physiological conditions using a [3+2] cycloaddition reaction with nitrile imines (see scheme).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201109252