Selective functionalization of a genetically encoded alkene-containing protein via "photoclick chemistry" in bacterial cells

Journal of the American Chemical Society
Wenjiao SongQing Lin

Abstract

We report a tetrazole-based, photoclick chemistry that can be employed to selectively functionalize an alkene genetically encoded in a protein inside E. coli cells. The reaction involved the treatment of E. coli cells with cell-permeable tetrazoles followed by a brief photo irradiation at 302 nm (4 min) and an overnight incubation at 4 degrees C. This in vivo alkene functionalization procedure was simple, straightforward, and nontoxic to E. coli cells. Additionally, fluorescent adducts were formed, facilitating the monitoring of the reaction in vivo. This reaction should offer a new tool for the study of alkene-containing proteins in living systems.

Citations

Feb 11, 2012·Analytical and Bioanalytical Chemistry·Hui-wang Ai
Jan 17, 2014·Journal of Chemical Biology·Ahmad Abolpour HomaeiRoberto Stevanato
Oct 5, 2010·Bioconjugate Chemistry·Vu HongM G Finn
Oct 6, 2010·Journal of the American Chemical Society·Jiangyun WangQing Lin
Jul 9, 2011·Journal of the American Chemical Society·Zhipeng YuQing Lin
Sep 19, 2008·Journal of the American Chemical Society·Melissa L BlackmanJoseph M Fox
Oct 29, 2009·Journal of the American Chemical Society·Andrei A PoloukhtineVladimir V Popik
Nov 26, 2009·Journal of the American Chemical Society·Shao-Liang ZhengPhilip Coppens
Mar 25, 2009·The Journal of Organic Chemistry·Reshma JagasiaM G Finn
Jul 30, 2009·Organic Letters·Yizhong Wang, Qing Lin
Feb 16, 2012·Nature Reviews. Molecular Cell Biology·Lloyd Davis, Jason W Chin
Apr 23, 2009·Chemical Society Reviews·Zhenqiang Wang, Seth M Cohen
Mar 31, 2010·Chemical Society Reviews·John C Jewett, Carolyn R Bertozzi
Feb 24, 2010·Chemical Communications : Chem Comm·Reyna K V Lim, Qing Lin
May 4, 2010·Molecular BioSystems·Wenjiao SongQing Lin
Sep 25, 2010·Chemical Communications : Chem Comm·Reyna K V Lim, Qing Lin
Oct 23, 2010·Chemical Communications : Chem Comm·Mohammad RashidianMark D Distefano
Feb 22, 2014·Annual Review of Biochemistry·Jason W Chin
Aug 10, 2010·Science China. Chemistry·Reyna K V Lim, Qing Lin
Jun 4, 2015·Critical Reviews in Biotechnology·Sung In Lim, Inchan Kwon
Jan 23, 2016·Nature Chemistry·Chi ZhangBradley L Pentelute
Jun 22, 2010·Advanced Drug Delivery Reviews·Ayben Top, Kristi L Kiick
Aug 31, 2016·Topics in Current Chemistry·Stephanie Kath-Schorr
Mar 5, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Matthias P ExnerNediljko Budisa
Aug 31, 2016·Topics in Current Chemistry·Maiyun YangPeng R Chen
Sep 23, 2014·Chemistry & Biology·Craig S McKay, M G Finn
Aug 28, 2013·Current Opinion in Chemical Biology·Ramajeyam Selvaraj, Joseph M Fox
Mar 25, 2016·Journal of the American Chemical Society·Lisa ShahIsaac S Carrico
Nov 28, 2012·Current Opinion in Chemical Biology·Koichi Fukase, Katsunori Tanaka
Jul 16, 2014·Current Opinion in Chemical Biology·Carlo P Ramil, Qing Lin
Dec 17, 2014·Frontiers in Physiology·Kenichi Horisawa
Sep 3, 2014·PloS One·Jessica Torres-KolbusAlexander Deiters
Nov 5, 2016·The Journal of Organic Chemistry·A IsmaelM L S Cristiano
Aug 29, 2016·Journal of Controlled Release : Official Journal of the Controlled Release Society·Yaqin ZhuZhiyuan Zhong
Nov 22, 2016·Chemistry : a European Journal·Josephin M HolsteinAndrea Rentmeister
Jun 1, 2017·Chemical Communications : Chem Comm·Lei HuangYan Zhang

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Hereditary Sensory Autonomic Neuropathy

Hereditary Sensory Autonomic Neuropathies are a group of inherited neurodegenerative disorders characterized clinically by loss of sensation and autonomic dysfunction. Here is the latest research on these neuropathies.

Glut1 Deficiency

Glut1 deficiency, an autosomal dominant, genetic metabolic disorder associated with a deficiency of GLUT1, the protein that transports glucose across the blood brain barrier, is characterized by mental and motor developmental delays and infantile seizures. Follow the latest research on Glut1 deficiency with this feed.

Regulation of Vocal-Motor Plasticity

Dopaminergic projections to the basal ganglia and nucleus accumbens shape the learning and plasticity of motivated behaviors across species including the regulation of vocal-motor plasticity and performance in songbirds. Discover the latest research on the regulation of vocal-motor plasticity here.

Neural Activity: Imaging

Imaging of neural activity in vivo has developed rapidly recently with the advancement of fluorescence microscopy, including new applications using miniaturized microscopes (miniscopes). This feed follows the progress in this growing field.

Nodding Syndrome

Nodding Syndrome is a neurological and epileptiform disorder characterized by psychomotor, mental, and growth retardation. Discover the latest research on Nodding Syndrome here.

LRRK2 & Microtubules

Mutations in the LRRK2 gene are risk-factors for developing Parkinson’s disease (PD). LRRK2 mutations in PD have been shown to enhance its association with microtubules. Here is the latest research.