A thiol-specific fluorescent probe and its application for bioimaging.

A fluorescent probe based on fluorescein displays an excellent selectivity and sensitivity for thiols and its application for bioimaging is described.

[1]  Daoben Zhu,et al.  Fluorescence probes for thiol-containing amino acids and peptides in aqueous solution. , 2005, Chemical communications.

[2]  N. Lawrence,et al.  Analytical determination of homocysteine: a review. , 2003, Talanta.

[3]  Sudha Seshadri,et al.  Plasma Homocysteine as a Risk Factor for Dementia and Alzheimer's Disease , 2002 .

[4]  M. Tian,et al.  A fluorescent chemodosimeter specific for cysteine: effective discrimination of cysteine from homocysteine. , 2009, Chemical communications.

[5]  Lin Yuan,et al.  A sensitive and selective fluorescent thiol probe in water based on the conjugate 1,4-addition of thiols to alpha,beta-unsaturated ketones. , 2009, Chemistry.

[6]  W. MacNee,et al.  Regulation of redox glutathione levels and gene transcription in lung inflammation: therapeutic approaches. , 2000, Free radical biology & medicine.

[7]  Jianbin Chao,et al.  Colorimetric detection of thiols using a chromene molecule. , 2009, Organic letters.

[8]  R. Martínez‐Máñez,et al.  Squaraines as fluoro-chromogenic probes for thiol-containing compounds and their application to the detection of biorelevant thiols. , 2004, Journal of the American Chemical Society.

[9]  Lin Yuan,et al.  A ratiometric fluorescent probe for cysteine and homocysteine displaying a large emission shift. , 2008, Organic letters.

[10]  Deqing Zhang,et al.  A selective colorimetric chemosensor for thiols based on intramolecular charge transfer mechanism. , 2008, Analytica chimica acta.

[11]  Fuyou Li,et al.  Selective phosphorescence chemosensor for homocysteine based on an iridium(III) complex. , 2007, Inorganic chemistry.

[12]  E. Wang,et al.  Sensitive and selective sensor for biothiols in the cell based on the recovered fluorescence of the CdTe quantum dots-Hg(II) system. , 2009, Analytical chemistry.

[13]  M. Finn,et al.  Thiol-selective fluorogenic probes for labeling and release. , 2009, Journal of the American Chemical Society.

[14]  M. Han,et al.  Rationally designed chromogenic chemosensor that detects cysteine in aqueous solution with remarkable selectivity , 2004 .

[15]  Hae-Jo Kim,et al.  Highly selective fluorescent sensor for homocysteine and cysteine , 2008 .

[16]  Kian Ping Loh,et al.  One- and two-photon turn-on fluorescent probe for cysteine and homocysteine with large emission shift. , 2009, Organic letters.

[17]  Y. Urano,et al.  A thiol-reactive fluorescence probe based on donor-excited photoinduced electron transfer: key role of ortho substitution. , 2007, Organic letters.

[18]  Jong‐In Hong,et al.  Fluorescence turn-on probe for homocysteine and cysteine in water. , 2008, Chemical communications.

[19]  V. Rotello,et al.  Glutathione-mediated delivery and release using monolayer protected nanoparticle carriers. , 2006, Journal of the American Chemical Society.

[20]  Tao Yi,et al.  A highly selective fluorescence turn-on sensor for cysteine/homocysteine and its application in bioimaging. , 2007, Journal of the American Chemical Society.

[21]  J B Schulz,et al.  Glutathione, oxidative stress and neurodegeneration. , 2000, European journal of biochemistry.

[22]  R. Strongin,et al.  Direct detection of homocysteine. , 2004, Journal of the American Chemical Society.

[23]  A. Hofman,et al.  Homocysteine levels and the risk of osteoporotic fracture. , 2004, The New England journal of medicine.

[24]  Huimin Ma,et al.  Direct determination of reduced glutathione in biological fluids by Ce(IV)-quinine chemiluminescence. , 2006, Talanta.

[25]  H. Maeda,et al.  2,4-Dinitrobenzenesulfonyl fluoresceins as fluorescent alternatives to Ellman's reagent in thiol-quantification enzyme assays. , 2005, Angewandte Chemie.

[26]  C. Li,et al.  A near-infrared croconium dye-based colorimetric chemodosimeter for biological thiols and cyanide anion , 2008 .

[27]  F. Tietze Enzymic method for quantitative determination of nanogram amounts of total and oxidized glutathione: applications to mammalian blood and other tissues. , 1969, Analytical biochemistry.

[28]  Jung Hyun Soh,et al.  Manipulation of fluorescent and colorimetric changes of fluorescein derivatives and applications for sensing silver ions. , 2009, Chemical communications.

[29]  Jun-Seok Lee,et al.  Combinatorial rosamine library and application to in vivo glutathione probe. , 2007, Journal of the American Chemical Society.

[30]  J. Chmielewski,et al.  Fluorescence imaging of cellular glutathione using a latent rhodamine. , 2008, Organic letters.

[31]  F. Tanaka,et al.  Determination of cysteine concentration by fluorescence increase: reaction of cysteine with a fluorogenic aldehyde. , 2004, Chemical communications.

[32]  S. Vollset,et al.  Homocysteine and cardiovascular disease. , 1998, Annual review of medicine.

[33]  Jong-Man Kim,et al.  Colorimetric and fluorometric detection of cationic surfactants based on conjugated polydiacetylene supramolecules. , 2009, Chemical communications.

[34]  Rong-Hua Yang,et al.  A spiropyran-based ensemble for visual recognition and quantification of cysteine and homocysteine at physiological levels. , 2006, Angewandte Chemie.

[35]  R. Ball,et al.  The in vivo sparing of methionine by cysteine in sulfur amino acid requirements in animal models and adult humans. , 2006, The Journal of nutrition.

[36]  A. Ajayaghosh,et al.  A near-infrared squaraine dye as a latent ratiometric fluorophore for the detection of aminothiol content in blood plasma. , 2008, Angewandte Chemie.

[37]  A J Sinskey,et al.  Oxidized redox state of glutathione in the endoplasmic reticulum. , 1992, Science.

[38]  Long Yi,et al.  A highly sensitive fluorescence probe for fast thiol-quantification assay of glutathione reductase. , 2009, Angewandte Chemie.

[39]  M. Lam,et al.  A trinuclear heterobimetallic Ru(II)/Pt(II) complex as a chemodosimeter selective for sulfhydryl-containing amino acids and peptides. , 2003, Journal of the American Chemical Society.

[40]  B. Tang,et al.  A rhodamine-based fluorescent probe containing a Se-N bond for detecting thiols and its application in living cells. , 2007, Journal of the American Chemical Society.

[41]  Juyoung Yoon,et al.  A new trend in rhodamine-based chemosensors: application of spirolactam ring-opening to sensing ions. , 2008, Chemical Society reviews.

[42]  D. Pei,et al.  5-(2-Aminoethyl)dithio-2-nitrobenzoate as a more base-stable alternative to Ellman's reagent. , 2004, Organic letters.

[43]  Qing Yang,et al.  Tuning the intramolecular charge transfer of alkynylpyrenes: effect on photophysical properties and its application in design of OFF-ON fluorescent thiol probes. , 2009, The Journal of organic chemistry.

[44]  Jian Xu,et al.  A specific colorimetric cysteine sensing probe based on dipyrromethane–TCNQ assembly , 2004 .

[45]  S. Shahrokhian,et al.  Lead phthalocyanine as a selective carrier for preparation of a cysteine-selective electrode. , 2001, Analytical chemistry.

[46]  S. Michnick,et al.  Convergent preparation and photophysical characterization of dimaleimide dansyl fluorogens: elucidation of the maleimide fluorescence quenching mechanism. , 2007, Journal of the American Chemical Society.

[47]  R. Weissleder,et al.  A highly selective fluorescent probe for thiol bioimaging. , 2008, Organic letters.

[48]  Yufang Xu,et al.  Highly selective fluorescent chemosensor with red shift for cysteine in buffer solution and its bioimage: symmetrical naphthalimide aldehyde , 2008 .

[49]  K. G. Thomas,et al.  Selective detection of cysteine and glutathione using gold nanorods. , 2005, Journal of the American Chemical Society.

[50]  E. Anslyn,et al.  Pattern-based recognition of thiols and metals using a single squaraine indicator. , 2009, Journal of the American Chemical Society.

[51]  S. Michnick,et al.  Synthesis and characterization of dimaleimide fluorogens designed for specific labeling of proteins. , 2005, Journal of the American Chemical Society.

[52]  Juyoung Yoon,et al.  Sensors for the optical detection of cyanide ion. , 2010, Chemical Society reviews.

[53]  G. Rechnitz,et al.  Determination of glutathione and glutathione reductase with a silver sulfide membrane electrode , 1982 .