Thiol Specific and Mitochondria Selective Fluorogenic Benzofurazan Sulfide for Live Cell Nonprotein Thiol Imaging and Quantification in Mitochondria

Analytical Chemistry
Shenggang WangXiangming Guan

Abstract

Cellular thiols are divided into two major categories: nonprotein thiols (NPSH) and protein thiols (PSH). Thiols are unevenly distributed inside the cell and compartmentalized in subcellular structures. Most of our knowledge on functions/dysfunctions of cellular/subcellular thiols is based on the quantification of cellular/subcellular thiols through homogenization of cellular/subcellular structures followed by a thiol quantification method. We would like to report a thiol-specific mitochondria-selective fluorogenic benzofurazan sulfide {7,7'-thiobis( N-rhodamine-benzo[c][1,2,5]oxadiazole-4-sulfonamide) (TBROS)} that can effectively image and quantify live cell NPSH in mitochondria through fluorescence intensity. Limited methods are available for imaging thiols in mitochondria in live cells especially in a quantitative manner. The thiol specificity of TBROS was demonstrated by its ability to react with thiols and inability to react with biologically relevant nucleophilic functional groups other than thiols. TBROS, with minimal fluorescence, formed strong fluorescent thiol adducts (λex = 550 nm, λem = 580 nm) when reacting with NPSH confirming its fluorogenicity. TBROS failed to react with PSH from bovine serum albumin and cell h...Continue Reading

References

Apr 21, 2001·BioTechniques·A TakahashiB Herman
Jan 13, 2006·Annual Review of Pharmacology and Toxicology·Jason M HansenDean P Jones
Jan 20, 2007·Current Opinion in Biotechnology·Jianghong RaoHequan Yao
Feb 13, 2008·Biochimica Et Biophysica Acta·Young-Mi Go, Dean P Jones
Feb 26, 2008·The Biochemical Journal·Meredith F RossMichael P Murphy
Jun 19, 2009·Molecular Pharmaceutics·Shareefa E Abu-GoshEylon Yavin
Jul 2, 2011·Journal of the American Chemical Society·Chang Su LimBong Rae Cho
Dec 19, 2012·Journal of the American Chemical Society·Chris Wai Tung LeungBen Zhong Tang
Jan 30, 2013·Biochemical Society Transactions·Ruben Quintana-Cabrera, Juan P Bolaños
Apr 29, 2014·Chemical Communications : Chem Comm·Kizhmuri P DivyaAyyappanpillai Ajayaghosh
Jul 16, 2014·Frontiers in Pharmacology·Vicent RibasJosé C Fernández-Checa
Jan 7, 2017·Organic & Biomolecular Chemistry·Xue-Liang LiuQing-Zheng Yang

❮ Previous
Next ❯

Citations

Aug 27, 2019·Analytical and Bioanalytical Chemistry·Yahya AlqahtaniXiangming Guan
Jul 3, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Shenggang WangXiangming Guan
Nov 14, 2019·Analytical Chemistry·Qichao YaoXiaojun Peng

❮ Previous
Next ❯

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.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

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.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

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.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.