CHI-MIN CHAOKUAN-MIAO LIU2026-10-162026-10-162016-03-01Pure ID: 15122900Pure UUID: 91abc8d0-3f98-45bd-afc6-f2a57e0ad79a10.1088/2050-6120/4/1/014004https://www.scopus.com/pages/publications/84974628171https://scholars.csmu.edu.tw/handle/123456789/32259Triethylene glycol monomethyl ether and poly(ethylene glycol) monomethyl ether modified 2-(2′-aminophenyl)benzothiazoles, namely ABT-P3EG, ABT-P7EG and ABT-P12EG varied by different chain length of poly(ethylene glycol) at the amino site, were synthesized to probe their photophysical and bio-imaging properties. In polar, aprotic solvents such as CH2Cl2 ultrafast excited-state intramolecular proton transfer (ESIPT) takes place, resulting in a large Stokes s hifted tautomer emission in the green-yellow (550 nm) region. In neutral water, ABT-P12EG forms micelles with diameters of 15 ± mn 3 nm under a critical micelle concentration (CMC) of ∼80 μM, in which the tautomer emission is greatly enhanced free from water perturbation. Cytotoxicity experiments showed that all ABT-PnEGs have negligible cytotoxicity against HeLa cells even at doses as high as 1 mM. Live-cell imaging experiments were also performed, the results indicate that all ABT-PnEGs are able to enter HeLa cells. While the two-photon excitation emission of ABT-P3EG in cells cytoplasm shows concentration independence and is dominated by the anion blue fluorescence, ABT-P7EG and ABT-P12EG exhibit prominent green tautomer emission at > CMC and in part penetrate to the nuclei, adding an additional advantage for the cell imaging.enEthylene glycol modified 2-(2′-aminophenyl)benzothiazoles at the amino siteThe excited-state N-H proton transfer reactions in aqueous solution, micelles and potential application in live-cell imagingjournal article