Disparate proteome reactivity profiles of carbon electrophiles

被引：199

作者：

Weerapana, Eranthie

Simon, Gabriel M.

Cravatt, Benjamin F. ^{[1
]}

机构：

[1] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA

来源：

NATURE CHEMICAL BIOLOGY | 2008年 / 4卷 / 07期

关键词：

D O I：

10.1038/nchembio.91

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Insights into the proteome reactivity of electrophiles are crucial for designing activity-based probes for enzymes lacking cognate affinity labels. Here, we show that different classes of carbon electrophiles exhibit markedly distinct amino acid labeling profiles in proteomes, ranging from selective reactivity with cysteine to adducts with several amino acids. These data specify electrophilic chemotypes with restricted and permissive reactivity profiles to guide the design of next-generation functional proteomics probes.

引用

收藏

页码：405 / 407

页数：3

相关论文

共 15 条

[1] Mapping enzyme active sites in complex proteomes [J].

Adam, GC ;

Burbaum, J ;

Kozarich, JW ;

Patricelli, MP ;

Cravatt, BF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (05) :1363-1368

[2] Reactivity of functional groups on the protein surface: Development of epoxide probes for protein labeling [J].

Chen, G ;

Heim, A ;

Riether, D ;

Yee, D ;

Milgrom, Y ;

Gawinowicz, MA ;

Sames, D .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (27) :8130-8133

[3] Structural bioinformatics-based design of selective, irreversible kinase inhibitors [J].

Cohen, MS ;

Zhang, C ;

Shokat, KM ;

Taunton, J .

SCIENCE, 2005, 308 (5726) :1318-1321

[4] From glutathione transferase to pore in a CLIC [J].

Cromer, BA ;

Morton, CJ ;

Board, PG ;

Parker, MW .

EUROPEAN BIOPHYSICS JOURNAL WITH BIOPHYSICS LETTERS, 2002, 31 (05) :356-364

[5] Mechanism-based profiling of enzyme families [J].

Evans, Michael J. ;

Cravatt, Benjamin F. .

CHEMICAL REVIEWS, 2006, 106 (08) :3279-3301

[6] Assessment and application of the biotin switch technique for examining protein S-nitrosylation under conditions of pharmacologically induced oxidative stress [J].

Forrester, Michael T. ;

Foster, Matthew W. ;

Stamler, Jonathan S. .

JOURNAL OF BIOLOGICAL CHEMISTRY, 2007, 282 (19) :13977-13983

[7] Specific, irreversible inactivation of the epidermal growth factor receptor and erbB2, by a new class of tyrosine kinase inhibitor [J].

Fry, DW ;

Bridges, AJ ;

Denny, WA ;

Doherty, A ;

Greis, KD ;

Hicks, JL ;

Hook, KE ;

Keller, PR ;

Leopold, WR ;

Loo, JA ;

McNamara, DJ ;

Nelson, JM ;

Sherwood, V ;

Smaill, JB ;

Trumpp-Kallmeyer, S ;

Dobrusin, EM .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1998, 95 (20) :12022-12027

[8] Activity-based probes that target diverse cysteine protease families [J].

Kato, D ;

Boatright, KM ;

Berger, AB ;

Nazif, T ;

Blum, G ;

Ryan, C ;

Chehade, KAH ;

Salvesen, GS ;

Bogyo, M .

NATURE CHEMICAL BIOLOGY, 2005, 1 (01) :33-38

[9] Profiling serine hydrolase activities in complex proteomes [J].

Kidd, D ;

Liu, YS ;

Cravatt, BF .

BIOCHEMISTRY, 2001, 40 (13) :4005-4015

[10] Crystal structure of the soluble form of the redox-regulated chloride ion channel protein CLIC4 [J].

Littler, DR ;

Assaad, NN ;

Harrop, SJ ;

Brown, LJ ;

Pankhurst, GJ ;

Luciani, P ;

Aguilar, MI ;

Mazzanti, M ;

Berryman, MA ;

Breit, SN ;

Curmi, PMG .

FEBS JOURNAL, 2005, 272 (19) :4996-5007