scholarly journals Plasma membrane imaging with a fluorescent benzothiadiazole derivative

2019 ◽  
Vol 15 ◽  
pp. 2644-2654 ◽  
Author(s):  
Pedro H P R Carvalho ◽  
Jose R Correa ◽  
Karen L R Paiva ◽  
Daniel F S Machado ◽  
Jackson D Scholten ◽  
...  

This work describes a novel fluorescent 2,1,3-benzothiadiazole derivative designed to act as a water-soluble and selective bioprobe for plasma membrane imaging. The new compound was efficiently synthesized in a two-step procedure with good yields. The photophysical properties were evaluated and the dye proved to have an excellent photostability in several solvents. DFT calculations were found in agreement with the experimental data and helped to understand the stabilizing intramolecular charge-transfer process from the first excited state. The new fluorescent derivative could be applied as selective bioprobe in several cell lines and displayed plasma-membrane affinity during the imaging experiments for all tested models.

2016 ◽  
Vol 20 (01n04) ◽  
pp. 429-437 ◽  
Author(s):  
Brijesh Chandra ◽  
Navendu Mondal ◽  
B. Sathish Kumar ◽  
Pradeepta K. Panda

A new subporphyrin namely, hydroxo-5,10,15-tri([Formula: see text]-propyl-3-carbazolyl)subporphyri natoboron(III) 6 has been synthesized via the reported litreture procedure by the condensation of pyridine-tri-[Formula: see text]-pyrrolylborane with 9-propyl-9H-carbazole-3-carbaldehyde. Its porphyrin analog [Formula: see text]. 5,10,15,20-tetra([Formula: see text]-propyl-3-carbazolyl)porphyrin has also been isolated from the reaction mixture, formed due to scrambling process and complexed with Zn(II). Photophysical properties of both subporphyrin and Zn(II)porphyrin have been studied in detail to confirm the intramolecular charge transfer process in subporphyrin analog. In addition, the ring contracted congener 6 also displays solid state fluorescence.


2019 ◽  
Vol 29 (5) ◽  
pp. 1143-1152 ◽  
Author(s):  
Seda Çetindere ◽  
Elif Okutan ◽  
Süreyya Oğuz Tümay ◽  
Serkan Yeşilot ◽  
Adem Kılıç

2001 ◽  
Vol 350 (3-4) ◽  
pp. 198-205 ◽  
Author(s):  
Sarah Foley ◽  
Susanna Bosi ◽  
Christain Larroque ◽  
Maurizio Prato ◽  
Jean-Marc Janot ◽  
...  

2005 ◽  
Vol 25 (15) ◽  
pp. 6722-6733 ◽  
Author(s):  
Sandrine Roy ◽  
Sarah Plowman ◽  
Barak Rotblat ◽  
Ian A. Prior ◽  
Cornelia Muncke ◽  
...  

ABSTRACT H-ras is anchored to the plasma membrane by two palmitoylated cysteine residues, Cys181 and Cys184, operating in concert with a C-terminal S-farnesyl cysteine carboxymethylester. Here we demonstrate that the two palmitates serve distinct biological roles. Monopalmitoylation of Cys181 is required and sufficient for efficient trafficking of H-ras to the plasma membrane, whereas monopalmitoylation of Cys184 does not permit efficient trafficking beyond the Golgi apparatus. However, once at the plasma membrane, monopalmitoylation of Cys184 supports correct GTP-regulated lateral segregation of H-ras between cholesterol-dependent and cholesterol-independent microdomains. In contrast, monopalmitoylation of Cys181 dramatically reverses H-ras lateral segregation, driving GTP-loaded H-ras into cholesterol-dependent microdomains. Intriguingly, the Cys181 monopalmitoylated H-ras anchor emulates the GTP-regulated microdomain interactions of N-ras. These results identify N-ras as the Ras isoform that normally signals from lipid rafts but also reveal that spacing between palmitate and prenyl groups influences anchor interactions with the lipid bilayer. This concept is further supported by the different plasma membrane affinities of the monopalmitoylated anchors: Cys181-palmitate is equivalent to the dually palmitoylated wild-type anchor, whereas Cys184-palmitate is weaker. Thus, membrane affinity of a palmitoylated anchor is a function both of the hydrophobicity of the lipid moieties and their spatial organization. Finally we show that the plasma membrane affinity of monopalmitoylated anchors is absolutely dependent on cholesterol, identifying a new role for cholesterol in promoting interactions with the raft and nonraft plasma membrane.


2019 ◽  
Vol 4 (20) ◽  
pp. 6377-6381 ◽  
Author(s):  
Alexey P. Krinochkin ◽  
Dmitry S. Kopchuk ◽  
Grigory A. Kim ◽  
Il'ya N. Ganebnykh ◽  
Igor S. Kovalev ◽  
...  

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