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One-Pot Approach to Well-Defined Biomolecular Assemblies by Orthogonal Chemoselective Ligations
被引:69
作者
:
Galibert, Mathieu
论文数:
0
引用数:
0
h-index:
0
机构:
UJF, CNRS, UMR 5250, Dept Chim Mol,ICMG,FR 2607, F-38041 Grenoble 9, France
UJF, CNRS, UMR 5250, Dept Chim Mol,ICMG,FR 2607, F-38041 Grenoble 9, France
Galibert, Mathieu
[
1
]
Dumy, Pascal
论文数:
0
引用数:
0
h-index:
0
机构:
UJF, CNRS, UMR 5250, Dept Chim Mol,ICMG,FR 2607, F-38041 Grenoble 9, France
UJF, CNRS, UMR 5250, Dept Chim Mol,ICMG,FR 2607, F-38041 Grenoble 9, France
Dumy, Pascal
[
1
]
Boturyn, Didier
论文数:
0
引用数:
0
h-index:
0
机构:
UJF, CNRS, UMR 5250, Dept Chim Mol,ICMG,FR 2607, F-38041 Grenoble 9, France
UJF, CNRS, UMR 5250, Dept Chim Mol,ICMG,FR 2607, F-38041 Grenoble 9, France
Boturyn, Didier
[
1
]
机构
:
[1]
UJF, CNRS, UMR 5250, Dept Chim Mol,ICMG,FR 2607, F-38041 Grenoble 9, France
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2009年
/ 48卷
/ 14期
关键词
:
chemoselectivity;
click chemistry;
copper;
oximes;
peptides;
CLICK-CHEMISTRY;
CYCLOADDITION;
AZIDES;
TEMPLATE;
PEPTIDE;
D O I
:
10.1002/anie.200806223
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
Click-click cyclopeptides: Well-defined biomolecular assemblies are synthesized using orthogonal oxime bond formation and copper(I)-mediated alkyne-azide cycloaddition reactions in a stepwise or in a one-pot approach. To illustrate this strategy, regioselective ligation of biologically relevant peptides onto a cyclopeptidic scaffold was performed. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:2576 / 2579
页数:4
相关论文
共 38 条
[1]
A strain-promoted [3+2] azide-alkyne cycloaddition for covalent modification of blomolecules in living systems
[J].
Agard, NJ
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0
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0
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0
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Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Agard, NJ
;
Prescher, JA
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Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Prescher, JA
;
Bertozzi, CR
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0
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0
h-index:
0
机构:
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Bertozzi, CR
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2004,
126
(46)
:15046
-15047
[2]
Peptidomimetics via copper-catalyzed azide-alkyne cycloadditions
[J].
Angell, Yu L.
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0
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0
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机构:
Department of Chemistry, Texas A and M University, College Station, TX, 77841
Angell, Yu L.
;
Burgess, Kevin
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0
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0
h-index:
0
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Department of Chemistry, Texas A and M University, College Station, TX, 77841
Burgess, Kevin
.
CHEMICAL SOCIETY REVIEWS,
2007,
36
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:1674
-1689
[3]
Chemoselective formation of successive triazole linkages in one pot: " Click-click" chemistry
[J].
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Aucagne, Vincent
;
Leigh, David A.
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0
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0
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Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland
Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland
Leigh, David A.
.
ORGANIC LETTERS,
2006,
8
(20)
:4505
-4507
[4]
Maturation of hydrogenases
[J].
Boeck, August
论文数:
0
引用数:
0
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0
机构:
Univ Munich, Dept Biol 1, D-80638 Munich, Germany
Univ Munich, Dept Biol 1, D-80638 Munich, Germany
Boeck, August
;
King, Paul W.
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Univ Munich, Dept Biol 1, D-80638 Munich, Germany
King, Paul W.
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Blokesch, Melanie
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Univ Munich, Dept Biol 1, D-80638 Munich, Germany
Blokesch, Melanie
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Posewitz, Matthew C.
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0
引用数:
0
h-index:
0
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Univ Munich, Dept Biol 1, D-80638 Munich, Germany
Posewitz, Matthew C.
.
ADVANCES IN MICROBIAL PHYSIOLOGY, VOL 51,
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51
:1
-71
[5]
Template assembled cyclopeptides as multimeric system for integrin targeting and endocytosis
[J].
Boturyn, D
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引用数:
0
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CNRS, UMR 5616, LEDSS, F-38041 Grenoble 9, France
Boturyn, D
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Coll, JL
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0
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CNRS, UMR 5616, LEDSS, F-38041 Grenoble 9, France
Coll, JL
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Garanger, E
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0
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CNRS, UMR 5616, LEDSS, F-38041 Grenoble 9, France
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Dumy, P
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CNRS, UMR 5616, LEDSS, F-38041 Grenoble 9, France
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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
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[6]
Synthesis of native proteins by chemical ligation
[J].
Dawson, PE
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0
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Scripps Res Inst, La Jolla, CA 92037 USA
Scripps Res Inst, La Jolla, CA 92037 USA
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Kent, SBH
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Scripps Res Inst, La Jolla, CA 92037 USA
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ANNUAL REVIEW OF BIOCHEMISTRY,
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-960
[7]
Dondoni A., 2008, Angew. Chem, V120, P9133, DOI DOI 10.1002/ANGE.200802516
[8]
The Emergence of Thiol-Ene Coupling as a Click Process for Materials and Bioorganic Chemistry
[J].
Dondoni, Alessandro
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0
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Univ Ferrara, Dipartmento Chim, I-44100 Ferrara, Italy
Univ Ferrara, Dipartmento Chim, I-44100 Ferrara, Italy
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ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
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:8995
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C-glycoside clustering on calix[4]arene, adamantane, and benzene scaffolds through 1,2,3-triazole linkers
[J].
Dondoni, Alessandro
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0
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0
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Univ Ferrara, Dipartmento Chim, Chim Organ Lab, I-44100 Ferrara, Italy
Univ Ferrara, Dipartmento Chim, Chim Organ Lab, I-44100 Ferrara, Italy
Dondoni, Alessandro
;
Marra, Alberto
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Univ Ferrara, Dipartmento Chim, Chim Organ Lab, I-44100 Ferrara, Italy
Univ Ferrara, Dipartmento Chim, Chim Organ Lab, I-44100 Ferrara, Italy
Marra, Alberto
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JOURNAL OF ORGANIC CHEMISTRY,
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Synthesis and Biological Characterisation of Targeted Pro-Apoptotic Peptide
[J].
Foillard, Stephanie
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UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
Foillard, Stephanie
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Jin, Zhao-Hui
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Inst Albert Bonniot, INSERM, U823, FR-38706 La Tronche, France
UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
Jin, Zhao-Hui
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Garanger, Elisabeth
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UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
Garanger, Elisabeth
;
Boturyn, Didier
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0
引用数:
0
h-index:
0
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UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
Boturyn, Didier
;
Favrot, Marie-Christine
论文数:
0
引用数:
0
h-index:
0
机构:
Inst Albert Bonniot, INSERM, U823, FR-38706 La Tronche, France
UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
Favrot, Marie-Christine
;
Coll, Jean-Luc
论文数:
0
引用数:
0
h-index:
0
机构:
Inst Albert Bonniot, INSERM, U823, FR-38706 La Tronche, France
UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
Coll, Jean-Luc
;
Dumy, Pascal
论文数:
0
引用数:
0
h-index:
0
机构:
UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
Dumy, Pascal
.
CHEMBIOCHEM,
2008,
9
(14)
:2326
-2332
←
1
2
3
4
→
共 38 条
[1]
A strain-promoted [3+2] azide-alkyne cycloaddition for covalent modification of blomolecules in living systems
[J].
Agard, NJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Agard, NJ
;
Prescher, JA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Prescher, JA
;
Bertozzi, CR
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Bertozzi, CR
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2004,
126
(46)
:15046
-15047
[2]
Peptidomimetics via copper-catalyzed azide-alkyne cycloadditions
[J].
Angell, Yu L.
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Texas A and M University, College Station, TX, 77841
Angell, Yu L.
;
Burgess, Kevin
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Texas A and M University, College Station, TX, 77841
Burgess, Kevin
.
CHEMICAL SOCIETY REVIEWS,
2007,
36
(10)
:1674
-1689
[3]
Chemoselective formation of successive triazole linkages in one pot: " Click-click" chemistry
[J].
论文数:
引用数:
h-index:
机构:
Aucagne, Vincent
;
Leigh, David A.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland
Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland
Leigh, David A.
.
ORGANIC LETTERS,
2006,
8
(20)
:4505
-4507
[4]
Maturation of hydrogenases
[J].
Boeck, August
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Biol 1, D-80638 Munich, Germany
Univ Munich, Dept Biol 1, D-80638 Munich, Germany
Boeck, August
;
King, Paul W.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Biol 1, D-80638 Munich, Germany
King, Paul W.
;
Blokesch, Melanie
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Biol 1, D-80638 Munich, Germany
Blokesch, Melanie
;
Posewitz, Matthew C.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Biol 1, D-80638 Munich, Germany
Posewitz, Matthew C.
.
ADVANCES IN MICROBIAL PHYSIOLOGY, VOL 51,
2006,
51
:1
-71
[5]
Template assembled cyclopeptides as multimeric system for integrin targeting and endocytosis
[J].
Boturyn, D
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS, UMR 5616, LEDSS, F-38041 Grenoble 9, France
Boturyn, D
;
Coll, JL
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS, UMR 5616, LEDSS, F-38041 Grenoble 9, France
Coll, JL
;
Garanger, E
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS, UMR 5616, LEDSS, F-38041 Grenoble 9, France
Garanger, E
;
Favrot, MC
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS, UMR 5616, LEDSS, F-38041 Grenoble 9, France
Favrot, MC
;
Dumy, P
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS, UMR 5616, LEDSS, F-38041 Grenoble 9, France
Dumy, P
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2004,
126
(18)
:5730
-5739
[6]
Synthesis of native proteins by chemical ligation
[J].
Dawson, PE
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, La Jolla, CA 92037 USA
Scripps Res Inst, La Jolla, CA 92037 USA
Dawson, PE
;
Kent, SBH
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, La Jolla, CA 92037 USA
Kent, SBH
.
ANNUAL REVIEW OF BIOCHEMISTRY,
2000,
69
:923
-960
[7]
Dondoni A., 2008, Angew. Chem, V120, P9133, DOI DOI 10.1002/ANGE.200802516
[8]
The Emergence of Thiol-Ene Coupling as a Click Process for Materials and Bioorganic Chemistry
[J].
Dondoni, Alessandro
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Ferrara, Dipartmento Chim, I-44100 Ferrara, Italy
Univ Ferrara, Dipartmento Chim, I-44100 Ferrara, Italy
Dondoni, Alessandro
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2008,
47
(47)
:8995
-8997
[9]
C-glycoside clustering on calix[4]arene, adamantane, and benzene scaffolds through 1,2,3-triazole linkers
[J].
Dondoni, Alessandro
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Ferrara, Dipartmento Chim, Chim Organ Lab, I-44100 Ferrara, Italy
Univ Ferrara, Dipartmento Chim, Chim Organ Lab, I-44100 Ferrara, Italy
Dondoni, Alessandro
;
Marra, Alberto
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Ferrara, Dipartmento Chim, Chim Organ Lab, I-44100 Ferrara, Italy
Univ Ferrara, Dipartmento Chim, Chim Organ Lab, I-44100 Ferrara, Italy
Marra, Alberto
.
JOURNAL OF ORGANIC CHEMISTRY,
2006,
71
(20)
:7546
-7557
[10]
Synthesis and Biological Characterisation of Targeted Pro-Apoptotic Peptide
[J].
Foillard, Stephanie
论文数:
0
引用数:
0
h-index:
0
机构:
UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
Foillard, Stephanie
;
Jin, Zhao-Hui
论文数:
0
引用数:
0
h-index:
0
机构:
Inst Albert Bonniot, INSERM, U823, FR-38706 La Tronche, France
UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
Jin, Zhao-Hui
;
Garanger, Elisabeth
论文数:
0
引用数:
0
h-index:
0
机构:
UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
Garanger, Elisabeth
;
Boturyn, Didier
论文数:
0
引用数:
0
h-index:
0
机构:
UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
Boturyn, Didier
;
Favrot, Marie-Christine
论文数:
0
引用数:
0
h-index:
0
机构:
Inst Albert Bonniot, INSERM, U823, FR-38706 La Tronche, France
UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
Favrot, Marie-Christine
;
Coll, Jean-Luc
论文数:
0
引用数:
0
h-index:
0
机构:
Inst Albert Bonniot, INSERM, U823, FR-38706 La Tronche, France
UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
Coll, Jean-Luc
;
Dumy, Pascal
论文数:
0
引用数:
0
h-index:
0
机构:
UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
UJF, CNRS, Dept Chim Mol, ICMG FR 2607,UMR 5250, FR-38041 Grenoble 9, France
Dumy, Pascal
.
CHEMBIOCHEM,
2008,
9
(14)
:2326
-2332
←
1
2
3
4
→