Shin, Seunghoon Gihm, Se Hoon Park, Chong Rae Kim, Sehoon Park, Soo Young 2024-01-20T11:34:30Z 2024-01-20T11:34:30Z 2021-09-05 2013-08-27 0897-4756 https://pubs.kist.re.kr/handle/201004/127754 We report synthesis and optical/structural characterization of new fluorescent rod-coil amphiphiles based on the PEGylated alpha-cyanostilbene skeleton (12EO-CNMBE and 12EO-CNTFMBE) and their self-assembly behaviors in water. Distinct from the common amphiphilic behavior of nonfluorinated 12EO-CNMBE forming spherical nanostructures, fluorinated 12EO-CNTFMBE has proven to be the first example of a molecular building block that can self-assemble in water into small-dimension, small-aspect-ratio organic nanorods with aggregation-induced enhanced emission (AIEE). The robust structural integrity and hydrophobic/pi-conjugated nature of the fluorinated block assembly, as well as the antifouling coating by the hydrophilic PEG block, enabled stable encapsulation of a model drug (Nile Red) within the self-assembled nanorod structure and its successful delivery through membrane filters. By virtue of these advantageous attributes along with high intracellular uptake efficiency, the 12EO-CNTFMBE nanorods manifested potential as a seff-signaling fluorescent nanocarrier for the intracellular delivery of hydrophobic cargos. English AMER CHEMICAL SOC DRUG-DELIVERY SPECTROSCOPY Water-Soluble Fluorinated and PEGylated Cyanostilbene Derivative: An Amphiphilic Building Block Forming Self-Assembled Organic Nanorods with Enhanced Fluorescence Emission Article 10.1021/cm400988a 1 CHEMISTRY OF MATERIALS, v.25, no.16, pp.3288 - 3295 CHEMISTRY OF MATERIALS 25 16 3288 3295 scie scopus 000323810800002 2-s2.0-84883242747 Chemistry, Physical Materials Science, Multidisciplinary Chemistry Materials Science Article DRUG-DELIVERY SPECTROSCOPY aggregation-induced enhanced emission bioimaging cellular delivery carrier fluorinated/PEGylated amphiphile organic nanorods self-assembly