Metabolic Labeling with an Alkyne-modified Isoprenoid Analog Facilitates Imaging and Quantification of the Prenylome in Cells
Protein prenylation is a post-translational modification that is responsible for membrane association and protein–protein interactions. The oncogenic protein Ras, which is prenylated, has been the subject of intense study in the past 20 years as a therapeutic target. Several studies have shown a cor...
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| Published in | ACS chemical biology Vol. 11; no. 10; pp. 2820 - 2828 |
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| Main Authors | , , , , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
United States
American Chemical Society
21.10.2016
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| Subjects | |
| Online Access | Get full text |
| ISSN | 1554-8929 1554-8937 |
| DOI | 10.1021/acschembio.6b00421 |
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| Abstract | Protein prenylation is a post-translational modification that is responsible for membrane association and protein–protein interactions. The oncogenic protein Ras, which is prenylated, has been the subject of intense study in the past 20 years as a therapeutic target. Several studies have shown a correlation between neurodegenerative diseases including Alzheimer’s disease and Parkinson’s disease and protein prenylation. Here, a method for imaging and quantification of the prenylome using microscopy and flow cytometry is described. We show that metabolically incorporating an alkyne isoprenoid into mammalian cells, followed by a Cu(I)-catalyzed alkyne azide cycloaddition reaction to a fluorophore, allows for detection of prenylated proteins in several cell lines and that different cell types vary significantly in their levels of prenylated proteins. The addition of a prenyltransferase inhibitor or the precursors to the native isoprenoid substrates lowers the levels of labeled prenylated proteins. Finally, we demonstrate that there is a significantly higher (22%) level of prenylated proteins in a cellular model of compromised autophagy as compared to normal cells, supporting the hypothesis of a potential involvement of protein prenylation in abrogated autophagy. These results highlight the utility of total prenylome labeling for studies on the role of protein prenylation in various diseases including aging-related disorders. |
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| AbstractList | Protein
prenylation is a post-translational modification that is
responsible for membrane association and protein–protein interactions.
The oncogenic protein Ras, which is prenylated, has been the subject
of intense study in the past 20 years as a therapeutic target. Several
studies have shown a correlation between neurodegenerative diseases
including Alzheimer’s disease and Parkinson’s disease
and protein prenylation. Here, a method for imaging and quantification
of the prenylome using microscopy and flow cytometry is described.
We show that metabolically incorporating an alkyne isoprenoid into
mammalian cells, followed by a Cu(I)-catalyzed alkyne azide cycloaddition
reaction to a fluorophore, allows for detection of prenylated proteins
in several cell lines and that different cell types vary significantly
in their levels of prenylated proteins. The addition of a prenyltransferase
inhibitor or the precursors to the native isoprenoid substrates lowers
the levels of labeled prenylated proteins. Finally, we demonstrate
that there is a significantly higher (22%) level of prenylated proteins
in a cellular model of compromised autophagy as compared to normal
cells, supporting the hypothesis of a potential involvement of protein
prenylation in abrogated autophagy. These results highlight the utility
of total prenylome labeling for studies on the role of protein prenylation
in various diseases including aging-related disorders. Protein prenylation is a post-translational modification that is responsible for membrane association and protein-protein interactions. The oncogenic protein Ras, which is prenylated, has been the subject of intense study in the past 20 years as a therapeutic target. Several studies have shown a correlation between neurodegenerative diseases including Alzheimer's disease and Parkinson's disease and protein prenylation. Here, a method for imaging and quantification of the prenylome using microscopy and flow cytometry is described. We show that metabolically incorporating an alkyne isoprenoid into mammalian cells, followed by a Cu(I)-catalyzed alkyne azide cycloaddition reaction to a fluorophore, allows for detection of prenylated proteins in several cell lines and that different cell types vary significantly in their levels of prenylated proteins. The addition of a prenyltransferase inhibitor or the precursors to the native isoprenoid substrates lowers the levels of labeled prenylated proteins. Finally, we demonstrate that there is a significantly higher (22%) level of prenylated proteins in a cellular model of compromised autophagy as compared to normal cells, supporting the hypothesis of a potential involvement of protein prenylation in abrogated autophagy. These results highlight the utility of total prenylome labeling for studies on the role of protein prenylation in various diseases including aging-related disorders. Protein prenylation is a post-translational modification that is responsible for membrane association and protein–protein interactions. The oncogenic protein Ras, which is prenylated, has been the subject of intense study in the past 20 years as a therapeutic target. Several studies have shown a correlation between neurodegenerative diseases including Alzheimer’s disease and Parkinson’s disease and protein prenylation. Here, a method for imaging and quantification of the prenylome using microscopy and flow cytometry is described. We show that metabolically incorporating an alkyne isoprenoid into mammalian cells, followed by a Cu(I)-catalyzed alkyne azide cycloaddition reaction to a fluorophore, allows for detection of prenylated proteins in several cell lines and that different cell types vary significantly in their levels of prenylated proteins. The addition of a prenyltransferase inhibitor or the precursors to the native isoprenoid substrates lowers the levels of labeled prenylated proteins. Finally, we demonstrate that there is a significantly higher (22%) level of prenylated proteins in a cellular model of compromised autophagy as compared to normal cells, supporting the hypothesis of a potential involvement of protein prenylation in abrogated autophagy. These results highlight the utility of total prenylome labeling for studies on the role of protein prenylation in various diseases including aging-related disorders. |
| Author | Warmka, Janel K Ochocki, Joshua D Li, Ling Palsuledesai, Charuta C Wattenberg, Elizabeth V Distefano, Mark D Kuhns, Michelle M Wang, Yen-Chih Chernick, Dustin S Arriaga, Edgar A |
| AuthorAffiliation | Department of Chemistry University of Minnesota Department of Experimental and Clinical Pharmacology Division of Environmental Health Sciences |
| AuthorAffiliation_xml | – name: Division of Environmental Health Sciences – name: Department of Chemistry – name: Department of Experimental and Clinical Pharmacology – name: University of Minnesota |
| Author_xml | – sequence: 1 givenname: Charuta C surname: Palsuledesai fullname: Palsuledesai, Charuta C organization: University of Minnesota – sequence: 2 givenname: Joshua D surname: Ochocki fullname: Ochocki, Joshua D organization: University of Minnesota – sequence: 3 givenname: Michelle M surname: Kuhns fullname: Kuhns, Michelle M organization: University of Minnesota – sequence: 4 givenname: Yen-Chih surname: Wang fullname: Wang, Yen-Chih organization: University of Minnesota – sequence: 5 givenname: Janel K surname: Warmka fullname: Warmka, Janel K organization: University of Minnesota – sequence: 6 givenname: Dustin S surname: Chernick fullname: Chernick, Dustin S organization: University of Minnesota – sequence: 7 givenname: Elizabeth V surname: Wattenberg fullname: Wattenberg, Elizabeth V organization: University of Minnesota – sequence: 8 givenname: Ling surname: Li fullname: Li, Ling organization: University of Minnesota – sequence: 9 givenname: Edgar A surname: Arriaga fullname: Arriaga, Edgar A organization: University of Minnesota – sequence: 10 givenname: Mark D surname: Distefano fullname: Distefano, Mark D email: diste001@umn.edu organization: University of Minnesota |
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| Snippet | Protein prenylation is a post-translational modification that is responsible for membrane association and protein–protein interactions. The oncogenic protein... Protein prenylation is a post-translational modification that is responsible for membrane association and protein-protein interactions. The oncogenic protein... Protein prenylation is a post-translational modification that is responsible for membrane association and protein–protein interactions. The oncogenic protein... |
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| SubjectTerms | Alkynes - chemistry Autophagy Flow Cytometry HeLa Cells Humans Protein Prenylation Terpenes - chemistry |
| Title | Metabolic Labeling with an Alkyne-modified Isoprenoid Analog Facilitates Imaging and Quantification of the Prenylome in Cells |
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