Genetically Encoded Cyclopropene Directs Rapid, Photoclick Chemistry-Mediated Protein Labeling in Mammalian Cells

Genetic incorporation of a cyclopropene amino acid, Nε-(1-methylcycloprop-2-enecarboxamido)-lysine (CpK), into sperm whale myoglobin site-specifically in E. coli as well as enhanced green fluorescent protein in mammalian cells was achieved through amber codon suppression employing an orthogonal amin...

Full description

Bibliographic Details
Published in:Angewandte Chemie International Edition
Main Authors: Yu, Zhipeng, Pan, Yanchao, Wang, Zhiyong, Wang, Jiangyun, Lin, Qing
Format: Text
Language:English
Published: 2012
Subjects:
Article
Sperm whale
Online Access:http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3517012
http://www.ncbi.nlm.nih.gov/pubmed/22997015
https://doi.org/10.1002/anie.201205352
id ftpubmed:oai:pubmedcentral.nih.gov:3517012
record_format openpolar
spelling ftpubmed:oai:pubmedcentral.nih.gov:3517012 2023-05-15T18:26:40+02:00 Genetically Encoded Cyclopropene Directs Rapid, Photoclick Chemistry-Mediated Protein Labeling in Mammalian Cells Yu, Zhipeng Pan, Yanchao Wang, Zhiyong Wang, Jiangyun Lin, Qing 2012-09-20 http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3517012 http://www.ncbi.nlm.nih.gov/pubmed/22997015 https://doi.org/10.1002/anie.201205352 en eng http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3517012 http://www.ncbi.nlm.nih.gov/pubmed/22997015 http://dx.doi.org/10.1002/anie.201205352 Article Text 2012 ftpubmed https://doi.org/10.1002/anie.201205352 2013-10-20T00:23:06Z Genetic incorporation of a cyclopropene amino acid, Nε-(1-methylcycloprop-2-enecarboxamido)-lysine (CpK), into sperm whale myoglobin site-specifically in E. coli as well as enhanced green fluorescent protein in mammalian cells was achieved through amber codon suppression employing an orthogonal aminoacyl-tRNA synthetase/tRNACUA pair. Because of its high ring strain, cyclopropene exhibited fast reaction kinetics (up to 58 ± 16 M−1 s−1) in the photoclick reaction and allowed rapid (~ 2 min) bioorthogonal labeling of proteins in mammalian cells. Text Sperm whale PubMed Central (PMC) Angewandte Chemie International Edition 51 42 10600 10604
institution Open Polar
collection PubMed Central (PMC)
op_collection_id ftpubmed
language English
topic Article
spellingShingle Article
Yu, Zhipeng
Pan, Yanchao
Wang, Zhiyong
Wang, Jiangyun
Lin, Qing
Genetically Encoded Cyclopropene Directs Rapid, Photoclick Chemistry-Mediated Protein Labeling in Mammalian Cells
topic_facet Article
description Genetic incorporation of a cyclopropene amino acid, Nε-(1-methylcycloprop-2-enecarboxamido)-lysine (CpK), into sperm whale myoglobin site-specifically in E. coli as well as enhanced green fluorescent protein in mammalian cells was achieved through amber codon suppression employing an orthogonal aminoacyl-tRNA synthetase/tRNACUA pair. Because of its high ring strain, cyclopropene exhibited fast reaction kinetics (up to 58 ± 16 M−1 s−1) in the photoclick reaction and allowed rapid (~ 2 min) bioorthogonal labeling of proteins in mammalian cells.
format Text
author Yu, Zhipeng
Pan, Yanchao
Wang, Zhiyong
Wang, Jiangyun
Lin, Qing
author_facet Yu, Zhipeng
Pan, Yanchao
Wang, Zhiyong
Wang, Jiangyun
Lin, Qing
author_sort Yu, Zhipeng
title Genetically Encoded Cyclopropene Directs Rapid, Photoclick Chemistry-Mediated Protein Labeling in Mammalian Cells
title_short Genetically Encoded Cyclopropene Directs Rapid, Photoclick Chemistry-Mediated Protein Labeling in Mammalian Cells
title_full Genetically Encoded Cyclopropene Directs Rapid, Photoclick Chemistry-Mediated Protein Labeling in Mammalian Cells
title_fullStr Genetically Encoded Cyclopropene Directs Rapid, Photoclick Chemistry-Mediated Protein Labeling in Mammalian Cells
title_full_unstemmed Genetically Encoded Cyclopropene Directs Rapid, Photoclick Chemistry-Mediated Protein Labeling in Mammalian Cells
title_sort genetically encoded cyclopropene directs rapid, photoclick chemistry-mediated protein labeling in mammalian cells
publishDate 2012
url http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3517012
http://www.ncbi.nlm.nih.gov/pubmed/22997015
https://doi.org/10.1002/anie.201205352
genre Sperm whale
genre_facet Sperm whale
op_relation http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3517012
http://www.ncbi.nlm.nih.gov/pubmed/22997015
http://dx.doi.org/10.1002/anie.201205352
op_doi https://doi.org/10.1002/anie.201205352
container_title Angewandte Chemie International Edition
container_volume 51
container_issue 42
container_start_page 10600
op_container_end_page 10604
_version_ 1766208634154385408

Similar Items