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A BODIPY-Cyclooctyne for Protein Imaging in Live Cells

Beatty, Kimberly E. and Szychowski, Janek and Fisk, John D. and Tirrell, David A. (2011) A BODIPY-Cyclooctyne for Protein Imaging in Live Cells. ChemBioChem, 12 (14). pp. 2137-2139. ISSN 1439-4227. PMCID PMC3387918.

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Cellular proteins that bear reactive azides can be imaged by fluorescence microscopy following strain-promoted ligation to cyclooctyne dyes. Here we describe BODIPY-cyclooctyne (BDPY), a membrane-permeant fluorophore that can be used to label intracellular proteins in live mammalian cells. Flow cytometry reveals fluorescence signals more than 25-fold above background after labeling of azide-tagged cells with BDPY.

Item Type:Article
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URLURL TypeDescription CentralArticle
Beatty, Kimberly E.0000-0002-2303-8779
Tirrell, David A.0000-0003-3175-4596
Additional Information:© 2011 Wiley-VCH Verlag. Received: May 1, 2011. Published online on August 9, 2011. We thank Julie Liu, Matthew J. Hangauer, Jeremy M. Baskin, Michael S. Boyce, Andrew Mehle, and Carolyn R. Bertozzi for valuable discussions. We are grateful to Mandy K. Vink for preparing Aha and to Stacy A. Maskarinec for providing Rat-1 fibroblasts. Marissa L. Mock, Ying Ying Lu, and Rebecca E. Connor made helpful comments on the manuscript. Imaging was done at the Biological Imaging Center (Beckman Institute at Caltech). Flow cytometry was done at Caltech under the guidance of Diana Perez and Rochelle Diamond. Support was provided by a Fannie and John Hertz Foundation fellowship to K.E.B. , by an NIH postdoctoral fellowship (F32M071214) to J.D.F., and by grants from the NIH (R01M062523) and the Army Research Office (W911NF0810227).
Funding AgencyGrant Number
Fannie and John Hertz FoundationUNSPECIFIED
NIH Postdoctoral FellowshipF32M071214
Army Research Office (ARO)W911NF0810227
Subject Keywords: azidohomoalanine; confocal microscopy; fluorescence imaging; noncanonical amino acids; protein imaging
Issue or Number:14
PubMed Central ID:PMC3387918
Record Number:CaltechAUTHORS:20111021-134710184
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Official Citation:Beatty, K. E., Szychowski, J., Fisk, J. D. and Tirrell, D. A. (2011), A BODIPY-Cyclooctyne for Protein Imaging in Live Cells. ChemBioChem, 12: 2137–2139. doi: 10.1002/cbic.201100277
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:27354
Deposited By: Ruth Sustaita
Deposited On:21 Oct 2011 21:58
Last Modified:28 Feb 2020 00:12

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