Fast, Cell-Compatible Click Chemistry with Copper-Chelating Azides for Biomolecular Labeling
Bring your own copper: Copper-chelating azides undergo much faster click reactions (CuAAC) than nonchelating azides under a variety of biocompatible conditions. This kinetic enhancement allows site-specific protein labeling to be performed on the surface of living cells with only 10–40 μM Cu[supersc...
Main Authors: | , , , , , , , |
---|---|
Other Authors: | |
Format: | Article |
Language: | en_US |
Published: |
Wiley Blackwell
2012
|
Online Access: | http://hdl.handle.net/1721.1/74563 https://orcid.org/0000-0002-8277-5226 |
_version_ | 1826208343477190656 |
---|---|
author | Uttamapinant, Chayasith Tangpeerachaikul, Anupong Grecian, Scott Clarke, Scott M. Singh, Upinder Slade, Peter Gee, Kyle R. Ting, Alice Y. |
author2 | Massachusetts Institute of Technology. Department of Chemistry |
author_facet | Massachusetts Institute of Technology. Department of Chemistry Uttamapinant, Chayasith Tangpeerachaikul, Anupong Grecian, Scott Clarke, Scott M. Singh, Upinder Slade, Peter Gee, Kyle R. Ting, Alice Y. |
author_sort | Uttamapinant, Chayasith |
collection | MIT |
description | Bring your own copper: Copper-chelating azides undergo much faster click reactions (CuAAC) than nonchelating azides under a variety of biocompatible conditions. This kinetic enhancement allows site-specific protein labeling to be performed on the surface of living cells with only 10–40 μM Cu[superscript I]/Cu[superscript II] (see scheme). Detection sensitivity was also increased for CuAAC detection of alkyne-modified proteins and RNA. |
first_indexed | 2024-09-23T14:04:16Z |
format | Article |
id | mit-1721.1/74563 |
institution | Massachusetts Institute of Technology |
language | en_US |
last_indexed | 2024-09-23T14:04:16Z |
publishDate | 2012 |
publisher | Wiley Blackwell |
record_format | dspace |
spelling | mit-1721.1/745632022-09-28T18:08:09Z Fast, Cell-Compatible Click Chemistry with Copper-Chelating Azides for Biomolecular Labeling Uttamapinant, Chayasith Tangpeerachaikul, Anupong Grecian, Scott Clarke, Scott M. Singh, Upinder Slade, Peter Gee, Kyle R. Ting, Alice Y. Massachusetts Institute of Technology. Department of Chemistry Ting, Alice Y. Uttamapinant, Chayasith Tangpeerachaikul, Anupong Ting, Alice Y. Bring your own copper: Copper-chelating azides undergo much faster click reactions (CuAAC) than nonchelating azides under a variety of biocompatible conditions. This kinetic enhancement allows site-specific protein labeling to be performed on the surface of living cells with only 10–40 μM Cu[superscript I]/Cu[superscript II] (see scheme). Detection sensitivity was also increased for CuAAC detection of alkyne-modified proteins and RNA. National Institutes of Health (U.S.) (R01 GM072670) 2012-11-05T20:25:58Z 2012-11-05T20:25:58Z 2012-05 2011-11 Article http://purl.org/eprint/type/JournalArticle 1433-7851 1521-3773 http://hdl.handle.net/1721.1/74563 Uttamapinant, Chayasith et al. “Fast, Cell-Compatible Click Chemistry with Copper-Chelating Azides for Biomolecular Labeling.” Angewandte Chemie International Edition 51.24 (2012): 5852–5856. https://orcid.org/0000-0002-8277-5226 en_US http://dx.doi.org/ 10.1002/anie.201108181 Angewandte Chemie International Edition Creative Commons Attribution-Noncommercial-Share Alike 3.0 http://creativecommons.org/licenses/by-nc-sa/3.0/ application/pdf Wiley Blackwell Prof. Ting via Erja Kajosalo |
spellingShingle | Uttamapinant, Chayasith Tangpeerachaikul, Anupong Grecian, Scott Clarke, Scott M. Singh, Upinder Slade, Peter Gee, Kyle R. Ting, Alice Y. Fast, Cell-Compatible Click Chemistry with Copper-Chelating Azides for Biomolecular Labeling |
title | Fast, Cell-Compatible Click Chemistry with Copper-Chelating Azides for Biomolecular Labeling |
title_full | Fast, Cell-Compatible Click Chemistry with Copper-Chelating Azides for Biomolecular Labeling |
title_fullStr | Fast, Cell-Compatible Click Chemistry with Copper-Chelating Azides for Biomolecular Labeling |
title_full_unstemmed | Fast, Cell-Compatible Click Chemistry with Copper-Chelating Azides for Biomolecular Labeling |
title_short | Fast, Cell-Compatible Click Chemistry with Copper-Chelating Azides for Biomolecular Labeling |
title_sort | fast cell compatible click chemistry with copper chelating azides for biomolecular labeling |
url | http://hdl.handle.net/1721.1/74563 https://orcid.org/0000-0002-8277-5226 |
work_keys_str_mv | AT uttamapinantchayasith fastcellcompatibleclickchemistrywithcopperchelatingazidesforbiomolecularlabeling AT tangpeerachaikulanupong fastcellcompatibleclickchemistrywithcopperchelatingazidesforbiomolecularlabeling AT grecianscott fastcellcompatibleclickchemistrywithcopperchelatingazidesforbiomolecularlabeling AT clarkescottm fastcellcompatibleclickchemistrywithcopperchelatingazidesforbiomolecularlabeling AT singhupinder fastcellcompatibleclickchemistrywithcopperchelatingazidesforbiomolecularlabeling AT sladepeter fastcellcompatibleclickchemistrywithcopperchelatingazidesforbiomolecularlabeling AT geekyler fastcellcompatibleclickchemistrywithcopperchelatingazidesforbiomolecularlabeling AT tingalicey fastcellcompatibleclickchemistrywithcopperchelatingazidesforbiomolecularlabeling |