Readily Accessible Bicyclononynes for Bioorthogonal Labeling and Three-Dimensional Imaging of Living Cells

被引：608

作者：

Dommerholt, Jan ^{[1
]}

Schmidt, Samuel ^{[2
]}

Temming, Rinske ^{[1
]}

Hendriks, Linda J. A. ^{[1
]}

Rutjes, Floris P. J. T. ^{[1
]}

van Hest, Jan C. M. ^{[1
]}

Lefeber, Dirk J. ^{[3
]}

Friedl, Peter ^{[2
]}

van Delft, Floris L. ^{[1
]}

机构：

[1] Radboud Univ Nijmegen, Inst Mol & Mat, NL-6525 AJ Nijmegen, Netherlands

[2] Radboud Univ Nijmegen, Nijmegen Ctr Mol Life Sci, Dept Cell Biol, NL-6500 HB Nijmegen, Netherlands

[3] Radboud Univ Nijmegen, Med Ctr, Dept Lab Med, NL-6525 ED Nijmegen, Netherlands

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 49期

关键词：

cycloadditions; cycloalkynes; imaging; kinetics; protein modification; AZIDE-ALKYNE CYCLOADDITION; FREE CLICK CHEMISTRY; COPPER-FREE; MELANOMA-CELLS; CANCER CELLS; FUNCTIONALIZATION; CYCLOOCTYNES; SELECTIVITY; SYSTEMS;

D O I：

10.1002/anie.201003761

中图分类号：

O6 [化学];

学科分类号：

070301 [无机化学];

摘要：

I can see clearly now: Bicyclo[6.1.0]non-4-yne, an easily prepared, symmetrical cycloalkyne, displays excellent reaction kinetics in strain-promoted cycloaddition reactions with azides and nitrones (see scheme). Highly specific protein modifications are demonstrated in vitro and subcellular-resolved imaging of glycan expression was achieved in metastatic melanoma cells during invasive migration into three-dimensional collagen lattices. Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：9422 / 9425

页数：4

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