(Bio)Molecular Surface Patterning by Phototriggered Oxime Ligation

被引：88

作者：

Pauloehrl, Thomas ^{[1
,2
]}

Delaittre, Guillaume ^{[1
,2
,3
]}

Bruns, Michael ^{[5
,6
]}

Meissler, Maria ^{[7
]}

Boerner, Hans G. ^{[7
]}

Bastmeyer, Martin ^{[3
,4
]}

Barner-Kowollik, Christopher ^{[1
,2
]}

机构：

[1] KIT, Inst Tech Chem & Polymerchem, D-76128 Karlsruhe, Germany

[2] KIT, CFN, D-76128 Karlsruhe, Germany

[3] KIT, Inst Zool, D-76131 Karlsruhe, Germany

[4] KIT, CFN, D-76131 Karlsruhe, Germany

[5] KIT, Inst Appl Mat IAM WPT, D-76344 Eggenstein Leopoldshafen, Germany

[6] KIT, Karlsruhe Nano Micro Facil KNMF, D-76344 Eggenstein Leopoldshafen, Germany

[7] Humboldt Univ, Lab Organ Synth Funct Syst, Dept Chem, D-12489 Berlin, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 36期

关键词：

click chemistry; oxime ligation; patterning; peptide; photodeprotection; ION MASS-SPECTROMETRY; ADSORBED PROTEIN FILMS; PROTECTING GROUPS; REACTION-MECHANISMS; THIN-FILMS; POLYMER; IMMOBILIZATION; PHOTOCLEAVAGE;

D O I：

10.1002/anie.201202684

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Making light work of ligation: A novel method utilizes light for oxime ligation chemistry. A quantitative, low-energy photodeprotection generates aldehyde, which subsequently reacts with aminooxy moieties. The spatial control allows patterning on surfaces (see scheme) with a fluoro marker and GRGSGR peptide, and can be imaged by time-of-flight secondary-ion mass spectrometry. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：9181 / 9184

页数：4

共 47 条

[1] Protein Micro- and Nanopatterning Using Aminosilanes with Protein-Resistant Photolabile Protecting Groups
Ahmad, Shahrul A. Alang
Wong, Lu Shin
ul-Haq, Ehtsham
Hobbs, Jamie K.
Leggett, Graham J.
Micklefield, Jason
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (08) : 2749 - 2759
[2] Photoreactive Polymer Brushes for High-Density Patterned Surface Derivatization Using a Diels-Alder Photoclick Reaction
Arumugam, Selvanathan
Orski, Sara V.
Locklin, Jason
Popik, Vladimir V.
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (01) : 179 - 182
[3] Patterned Surface Derivatization Using Diels-Alder Photoclick Reaction
Arumugam, Selvanathan
Popik, Vladimir V.
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (39) : 15730 - 15736
[4] "Clicking" Polymers or Just Efficient Linking: What Is the Difference?
Barner-Kowollik, Christopher
Du Prez, Filip E.
Espeel, Pieter
Hawker, Craig J.
Junkers, Tanja
Schlaad, Helmut
Van Camp, Wim
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (01) : 60 - 62
[5] CHEMICAL-ANALYSIS OF INORGANIC AND ORGANIC-SURFACES AND THIN-FILMS BY STATIC TIME-OF-FLIGHT SECONDARY-ION MASS-SPECTROMETRY (TOF-SIMS)
BENNINGHOVEN, A
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1994, 33 (10): : 1023 - 1043
[6] Benninghoven A., 1994, Angew. Chem, V106, P1075
[7] Photolabile protecting groups and linkers
Bochet, CG
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2002, (02): : 125 - 142
[8] The Nitrosocarbonyl Hetero-Diels-Alder Reaction as a Useful Tool for Organic Syntheses
Bodnar, Brian S.
Miller, Marvin J.
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (25) : 5629 - 5646
[9] Dual Click reactions to micropattern proteins
Broyer, Rebecca M.
Schopf, Eric
Kolodziej, Christopher M.
Chen, Yong
Maynard, Heather D.
[J]. SOFT MATTER, 2011, 7 (21) : 9972 - 9977
[10] Comparison of native extracellular matrix with adsorbed protein films using secondary ion mass spectrometry
Canavan, Heather E.
Graham, Daniel J.
Cheng, Xuanhong
Ratner, Buddy D.
Castner, David G.
[J]. LANGMUIR, 2007, 23 (01) : 50 - 56

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