Tian He, Sakmar Thomas P, Huber Thomas
Laboratory of Chemical Biology and Signal Transduction, The Rockefeller University, 1230 York Ave., New York, NY 10065, USA.
Chem Commun (Camb). 2016 Apr 7;52(31):5451-4. doi: 10.1039/c6cc01321j.
The cross-reactivity between some cyclooctynes and thiols limits the bioorthogonality of the strain-promoted azide-alkyne cycloaddition reaction. We show that a low concentration of β-mercaptoethanol significantly reduces the undesirable side reaction between bicyclononyne (BCN) and cysteine and while preserving free cysteines. We site-specifically label a genetically-encoded azido group in the visual photoreceptor rhodopsin to demonstrate the utility of the strategy.
一些环辛炔与硫醇之间的交叉反应限制了应变促进的叠氮化物-炔烃环加成反应的生物正交性。我们表明，低浓度的β-巯基乙醇可显著减少双环壬炔（BCN）与半胱氨酸之间的不良副反应，同时保留游离半胱氨酸。我们对视觉光感受器视紫红质中基因编码的叠氮基团进行位点特异性标记，以证明该策略的实用性。
