title: Two-photon fluorescent probes for biomembrane imaging: effect of chain length.
abstract: Two-photon fluorescent probes for the cellular membrane, derived from 6-acyl-2-aminonaphthalene as the fluorophore and hexanoyl (CH), lauryl (CL), and stearyl (CS) groups as the receptor, have been synthesized. Their photophysical properties and utility as membrane probes were also studied. Whereas CH cannot be used as a membrane probe due to its high water solubility, CL and CS are useful two-photon probes for membrane lateral heterogeneity, as they can easily stain cells, emit fluorescence with high sensitivity to the environment polarity, and are capable of imaging the membrane lateral heterogeneity in live cells. Moreover, CS is more likely to be located in the plasma membrane due to its negligible water solubility. Our results show that the liquid ordered-like domain covers 31-35% of the cellular surface.
authors.affiliation: Department of Chemistry and Center for Electro- and Photo-Responsive Molecules, Korea University, 1-Anamdong, Seoul, 136-701, Korea.
authors.forename: Hwan Myung
authors.initials: HM
authors.lastname: Kim
authors.forename: Bo Ra
authors.initials: BR
authors.lastname: Kim
authors.forename: Hyo-Jung
authors.initials: HJ
authors.lastname: Choo
authors.forename: Young-Gyu
authors.initials: YG
authors.lastname: Ko
authors.forename: Seung-Joon
authors.initials: SJ
authors.lastname: Jeon
authors.forename: Chul Hoon
authors.initials: CH
authors.lastname: Kim
authors.forename: Taiha
authors.initials: T
authors.lastname: Joo
authors.forename: Bong Rae
authors.initials: BR
authors.lastname: Cho
mesh_terms: D002460:Cell Line; D005454:Fluorescence Polarization; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry; D006801:Humans; D008563:Membrane Lipids / Q000737:chemistry; D021962:Membrane Microdomains / Q000737:chemistry; D036641:Microscopy, Fluorescence, Multiphoton; D015394:Molecular Structure; D017785:Photons; D012995:Solubility; D013329:Structure-Activity Relationship
chemical_list: D005456:Fluorescent Dyes; D008563:Membrane Lipids