title: Ratiometric two-photon fluorescent probes for mitochondrial hydrogen sulfide in living cells.
abstract: Hydrogen sulfide (H2S) is an important signaling molecule with diverse biological roles. Various fluorescent probes for H2S with biological application have been developed. However, two-photon ratiometric imaging of mitochondrial H2S is scarce. In this paper, we report two ratiometric two-photon probes, AcHS-1 and AcHS-2, which employ 4-amino-1,8-naphthalimide as the fluorophore and 4-azidobenzyl carbamate as the H2S response site. These probes exhibit high selectivity toward H2S over biothiols and other reactive species, low detection limits of 50-85 nM, low cytotoxicity, and high stability under physiological conditions. Furthermore, through cell imaging with one-photon and two-photon microscopy, MCF-7 cells incubated with two probes show a marked change in emission color from blue to green in response to H2S. Cell images costraining with a mitochondrial dye reveal that AcHS-2 is a mitochondria-specific two-photon probe for H2S. These results show that AcHS-2 may find useful applications in biological research such as tracking mitochondrial H2S in living biological specimens.
authors.affiliation: Department of Chemistry, University of Science and Technology of China , Hefei 230026, P. R. China.
authors.forename: Xiu-Ling
authors.initials: XL
authors.lastname: Liu
authors.forename: Xiao-Jiao
authors.initials: XJ
authors.lastname: Du
authors.forename: Chun-Guang
authors.initials: CG
authors.lastname: Dai
authors.forename: Qin-Hua
authors.initials: QH
authors.lastname: Song
mesh_terms: D015057:1-Naphthylamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D001593:Benzyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D002219:Carbamates / Q000138:chemical synthesis* / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry*; D006801:Humans; D006862:Hydrogen Sulfide / Q000737:chemistry*; D008928:Mitochondria / Q000737:chemistry*; D053644:Naphthalimides / Q000138:chemical synthesis* / Q000737:chemistry*; D061848:Optical Imaging / Q000379:methods*; D017785:Photons; D015363:Quinolones / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: C000597336:4-azidobenzyl carbamate; D001593:Benzyl Compounds; D002219:Carbamates; D005456:Fluorescent Dyes; D053644:Naphthalimides; D015363:Quinolones; C086538:4-amino-1,8-naphthalimide; D015057:1-Naphthylamine; D006862:Hydrogen Sulfide