Rapid Cu-free click chemistry with readily synthesized biarylazacyclooctynones.

Rapid Cu-free click chemistry with readily synthesized biarylazacyclooctynones.
复制标题

DOI:
10.1021/ja100014q
复制
发表时间:
2010-03-24
影响因子:
15
通讯作者:
Bertozzi, Carolyn R.
Bertozzi, Carolyn R.
中科院分区:
化学1区
文献类型:
--
作者:
Jewett, John C.;Sletten, Ellen M.;Bertozzi, Carolyn R.

文献摘要

参考文献

被引文献

相似文献

生物正交化学反应,那些不与生物学相互作用或干扰的化学反应,已经允许探索许多以前难以研究的生物过程。叠氮化物与应变炔如环辛炔的反应容易形成三唑产物,而不需要有毒催化剂。在这里,我们描述了一个biarylazacyclooctynone(BARAC),具有特殊的反应动力学,其合成设计是模块化和可扩展的。我们采用BARAC对叠氮化物标记的聚糖进行活细胞荧光成像。使用纳摩尔浓度的BARAC获得的高信号背景比避免了对洗涤步骤的需要。因此,BARAC是一种很有前途的体内成像试剂。
Bioorthogonal chemical reactions, those that do not interact or interfere with biology, have allowed for exploration of numerous biological processes that were previously difficult to study. The reaction of azides with strained alkynes, such as cyclooctynes, readily forms a triazole product without the need for a toxic catalyst. Here we describe a biarylazacyclooctynone (BARAC) that has exceptional reaction kinetics and whose synthesis is designed to be both modular and scalable. We employed BARAC for live cell fluorescence imaging of azide-labeled glycans. The high signal-to-background ratio obtained using nanomolar concentrations of BARAC obviated the need for washing steps. Thus, BARAC is a promising reagent for in vivo imaging.
DOI: 10.1039/b901970g
发表时间: 2010-04
影响因子: 46.2
作者:
Jewett JC;Bertozzi CR
通讯作者: Bertozzi CR
DOI: 10.1007/bf00808753
发表时间: 1989-02-01
影响因子: 1.8
作者:
ABRAHAM, T
通讯作者: ABRAHAM, T
DOI: 10.1023/a:1012745325790
发表时间: 2001-08-01
影响因子: 1.7
作者:
Nifant'ev, IE;Kashulin, IA;Lyubimova, IK
通讯作者: Lyubimova, IK
DOI: 10.1039/c39850001746
发表时间: 1985-12-15
影响因子: --
作者:
SAMPSON, P;WIEMER, DF
通讯作者: WIEMER, DF
DOI: 10.1002/anie.200705456
发表时间: 2008-01-01
影响因子: 16.6
作者:
Ning, Xinghai;Guo, Jun;Boons, Geert-Jan
通讯作者: Boons, Geert-Jan