132557-72-3Relevant articles and documents
Rapid and Selective Labeling of Endogenous Transmembrane Proteins in Living Cells with a Difluorophenyl Ester Affinity-Based Probe
Chan, Hsin-Ju,Lin, Xin-Hui,Fan, Syuan-Yun,Ru Hwu, Jih,Tan, Kui-Thong
, p. 3416 - 3420 (2020)
The long-term stability of affinity-based protein labeling probes is crucial to obtain reproducible protein labeling results. However, highly stable probes generally suffer from low protein labeling efficiency and pose significant challenges when labeling low abundance native proteins in living cells. In this paper, we report that protein labeling probes based on an ortho-difluorophenyl ester reactive module exhibit long-term stability in DMSO stock solution and aqueous buffer, yet they can undergo rapid and selective labeling of native proteins. This novel electrophile can be customized with a wide range of different protein ligands and is particularly well-suited for the labeling and imaging of transmembrane proteins. With this probe design, the identity and relative levels of basal and hypoxia-induced transmembrane carbonic anhydrases were revealed by live cell imaging and in-gel fluorescence analysis. We believe that the extension of this difluorophenyl ester reactive module would allow for the specific labeling of various endogenous membrane proteins, facilitating in-depth studies of their distribution and functions in biological processes.
A highly selective optical probe for sensing of Fe3+ based on a water-soluble croconaine
Ye, Shouchen,Zhang, Chen,Mei, Jinfeng,Li, Zhongyu,Xu, Song,Li, Xiazhang,Yao, Chao
, p. 130 - 137 (2017)
A highly selective water-soluble optical probe, 2,5-bis[2,3,3-trimethyl-3H-indole-5-sulfonic acid]-croconaine (TISC) was successfully synthesized. TISC can efficiently recognize Fe3+ with the existence of competing cations (Na+, Mg2+, Al3+, Cr3+, Zn2+, K+, Ca2+, Ba2+, Pb2+, Ni2+, Co2+, Ag+, Cu2+, Cd2+) in deionized water. The binding constant (Ka) of TISC-Fe3+ was calculated to be about 3.071?×?104?M?1. Correspondingly, the chelating mode of TISC-Fe3+ was confirmed by Job's plot, FT-IR and 1H NMR. Moreover, Fe3+ and EDTA could be employed as inputs and the absorbance which was 745?nm as output so that a molecular logic gate could be realized, and the test strips of TISC showed a high selectivity to Fe3+.
Optimized pH-responsive cyanine fluorochromes for detection of acidic environments
Hilderbrand, Scott A.,Weissleder, Ralph
, p. 2747 - 2749 (2007)
Modulation of pH-responsive cyanine dye pKa values via heteroatom substitution allows for design of fluorescent reporters that are tuned for potential imaging of biologically relevant acidic environments. The Royal Society of Chemistry.
Probing two PESIN-indocyanine-dye-conjugates: Significance of the used fluorophore
Benkert, Vanessa,Cheng, Xia,Hübner, Ralph,Kr?mer, Roland,W?ngler, Bj?rn,W?ngler, Carmen
, p. 1302 - 1309 (2020)
Peptide-dye-conjugates hold a great promise in application for biological and medical imaging of cellular processes and in delineation and characterization of human tumors. In particular, indocyanine dyes are of great interest due to their reported superior properties such as absorption and emission in the near-infrared (NIR) spectral range, favorable Stokes shifts and their well-studied safety profile in humans. In this study, we investigated and describe the influence of indocyanine dyes on different properties of the final peptide-dye-conjugates. As a target peptide, PESIN, a bombesin derivative, was used as a model peptide which addresses GRP receptors overexpressed on different malignancies. Here, we map similarities and differences of the fluorescent conjugates and by this elucidate the influence of the dyes on different properties of the formed conjugates. We performed the dye syntheses, subsequent bioconjugation reactions and in the following investigated the optical properties, water/octanol distribution coefficients and target receptor affinities by in vitro competitive binding studies on PC-3 cells. The obtained results give a handrail to medical and biological researchers planning studies involving indocyanine dye biomolecule conjugates.
A colorimetric squaraine-based probe and test paper for rapid naked eyes detection of copper ion (II)
Liu, Yang,Wang, Liqiu,Guo, Chenxiao,Hou, Yajuan
, p. 3930 - 3933 (2018)
A colorimetric probe N,N’-bis(2-methoxy-ethyl)-2,3,3-trimethyl-3H-squaraine (MOESQ) with H2O solubility was synthesized to detect Cu2+. MOESQ exhibits good selectivity, high sensitivity and fast UV-Vis response toward Cu2+ over other competing ions in CH3CN. The detection limit of MOESQ for Cu2+ in CH3CN can reach 1.88 × 10?7 molL?1. By adsorbing MOESQ on the chromatography paper, a colorimetric test paper for Cu2+ was prepared, which could detect Cu2+ with the color change from blue to faint yellow even in the limit of detection concentration of 10?6 molL?1.
A nitroreductase-activatable near-infrared theranostic photosensitizer for photodynamic therapy under mild hypoxia
Jiao, Long,Liu, Yongzhuo,Peng, Xiaojun,Song, Fengling,Wu, Yingnan,Zheng, Jing
supporting information, p. 5819 - 5822 (2020/06/03)
In this study, a near-infrared (NIR) theranostic photosensitizer was developed based on a heptamethine aminocyanine dye with a long-lived triplet state. This theranostic molecule can be activated by nitroreductase under mild hypoxia to be used in fluorescence imaging and highly efficient photodynamic therapy (PDT) both in 2D and 3D (spheroids) HeLa cell culture models.