Selective Enrichment of Azide-Containing Peptides from Complex Mixtures

被引：82

作者：

Nessen, Merel A. ^{[1
,2
]}

Kramer, Gertjan ^{[1
]}

Back, JaapWillem ^{[1
]}

Baskin, Jeremy M. ^{[3
]}

Smeenk, Linde E. J. ^{[2
]}

de Koning, Leo J. ^{[1
]}

van Maarseveen, Jan H. ^{[2
]}

de Jong, Luitzen ^{[1
]}

Bertozzi, Carolyn R. ^{[3
,4
,5
,6
]}

Hiemstra, Henk ^{[2
]}

de Koster, Chris G. ^{[1
]}

机构：

[1] Univ Amsterdam, Mass Spectrometry Biomacromol, Swammerdam Inst Life Sci, NL-1018 WV Amsterdam, Netherlands

[2] Univ Amsterdam, Vant Hoff Inst Mol Sci, NL-1018 WS Amsterdam, Netherlands

[3] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA

[4] Univ Calif Berkeley, Dept Mol & Cell Biol, Berkeley, CA 94720 USA

[5] Univ Calif Berkeley, Howard Hughes Med Inst, Berkeley, CA 94720 USA

[6] Univ Calif Berkeley, Lawrence Berkeley Lab, Berkeley, CA 94720 USA

来源：

JOURNAL OF PROTEOME RESEARCH | 2009年 / 8卷 / 07期

基金：

美国国家卫生研究院; 美国国家科学基金会;

关键词：

Azide; azidohomoalanine; azide-alkyne cycloaddition; cross-linking; cyclooctyne; enrichment; mass spectrometry; proteomics; peptides; pulse-chase labeling; FREE CLICK CHEMISTRY; MASS-SPECTROMETRIC ANALYSIS; CHEMICAL CROSS-LINKING; PROTEIN COMPLEXES; STAUDINGER LIGATION; ESCHERICHIA-COLI; LIVING SYSTEMS; IN-VIVO; LINKED PEPTIDES; IDENTIFICATION;

D O I：

10.1021/pr900257z

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

A general method is described to sequester peptides containing azides from complex peptide mixtures, aimed at facilitating mass spectrometric analysis to study different aspects of proteome dynamics. The enrichment method is based on covalent capture of azide-containing peptides by the azide-reactive cyclooctyne (ARCO) resin and is demonstrated for two different applications. Enrichment of peptides derived from cytochrome c treated with the azide-containing cross-linker bis(succinimidyl)-3-azidomethyl glutarate (BAMG) shows several cross-link containing peptides. Sequestration of peptides derived from an Escherichia coli proteome, pulse labeled with the bio-orthogonal amino acid azidohomoalanine as substitute for methionine, allows identification of numerous newly synthesized proteins. Furthermore, the method is found to be very specific, as after enrichment over 87% of all peptides contain (modified) azidohomoalanine.

引用

页码：3702 / 3711

页数：10

共 46 条

[1] A comparative study of bioorthogonal reactions with azides [J].

Agard, Nicholas J. ;

Baskin, Jeremy M. ;

Prescher, Jennifer A. ;

Lo, Anderson ;

Bertozzi, Carolyn R. .

ACS CHEMICAL BIOLOGY, 2006, 1 (10) :644-648

[2] A strain-promoted [3+2] azide-alkyne cycloaddition for covalent modification of blomolecules in living systems [J].

Agard, NJ ;

Prescher, JA ;

Bertozzi, CR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (46) :15046-15047

[3] DEVELOPMENT OF NEW HYDROPHILIC POLYMER SUPPORTS BASED ON DIMETHYLACRYLAMIDE [J].

ARSHADY, R .

COLLOID AND POLYMER SCIENCE, 1990, 268 (10) :948-958

[4] Mild and chemoselective peptide-bond cleavage of peptides and proteins at azido homoalanine [J].

Back, JW ;

David, O ;

Kramer, G ;

Masson, G ;

Kasper, PT ;

de Koning, LJ ;

de Jong, L ;

van Maarseveen, JH ;

de Koster, CG .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (48) :7946-7950

[5] Chemical cross-linking and mass spectrometry for protein structural modeling [J].

Back, JW ;

de Jong, L ;

Muijsers, AO ;

de Koster, CG .

JOURNAL OF MOLECULAR BIOLOGY, 2003, 331 (02) :303-313

[6] Bioorthogonal click chemistry: Covalent labeling in living systems [J].

Baskin, Jeremy M. ;

Bertozzi, Carolyn R. .

QSAR & COMBINATORIAL SCIENCE, 2007, 26 (11-12) :1211-1219

[7] Copper-free click chemistry for dynamic in vivo imaging [J].

Baskin, Jeremy M. ;

Prescher, Jennifer A. ;

Laughlin, Scott T. ;

Agard, Nicholas J. ;

Chang, Pamela V. ;

Miller, Isaac A. ;

Lo, Anderson ;

Codelli, Julian A. ;

Bertozzi, Carolyn R. .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2007, 104 (43) :16793-16797

[8] 1-HYDROXY-7-AZABENZOTRIAZOLE - AN EFFICIENT PEPTIDE COUPLING ADDITIVE [J].

CARPINO, LA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (10) :4397-4398

[9] Second-generation difluorinated cyclooctynes for copper-free click chemistry [J].

Codelli, Julian A. ;

Baskin, Jeremy M. ;

Agard, Nicholas J. ;

Berozzi, Carolyn R. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (34) :11486-11493

[10] Toward a protein profile of Escherichia coli:: Comparison to its transcription profile [J].

Corbin, RW ;

Paliy, O ;

Yang, F ;

Shabanowitz, J ;

Platt, M ;

Lyons, CE ;

Root, K ;

McAuliffe, J ;

Jordan, MI ;

Kustu, S ;

Soupene, E ;

Hunt, DF .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2003, 100 (16) :9232-9237

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