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Mitronova, Gyuzel Yu
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Mitronova, Gyuzel Yu
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Mitronova, Gyuzel Yu
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Mitronova, Gyuzel Y.
Mitronova, G. Y.
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2014Journal Article Research Paper [["dc.bibliographiccitation.firstpage","13162"],["dc.bibliographiccitation.issue","41"],["dc.bibliographiccitation.journal","Chemistry - A European Journal"],["dc.bibliographiccitation.lastpage","13173"],["dc.bibliographiccitation.volume","20"],["dc.contributor.author","Belov, Vladimir N."],["dc.contributor.author","Mitronova, Gyuzel Yu"],["dc.contributor.author","Bossi, Mariano L."],["dc.contributor.author","Boyarskiy, Vadim P."],["dc.contributor.author","Hebisch, Elke"],["dc.contributor.author","Geisler, Claudia"],["dc.contributor.author","Kolmakov, Kirill"],["dc.contributor.author","Wurm, Christian Andreas"],["dc.contributor.author","Willig, Katrin I."],["dc.contributor.author","Hell, Stefan"],["dc.date.accessioned","2017-09-07T11:45:27Z"],["dc.date.available","2017-09-07T11:45:27Z"],["dc.date.issued","2014"],["dc.description.abstract","Caged rhodamine dyes (Rhodamines NN) of five basic colors were synthesized and used as \"hidden\" markers in subdiffractional and conventional light microscopy. These masked fluorophores with a 2-diazo-1-indanone group can be irreversibly photoactivated, either by irradiation with UV- or violet light (one-photon process), or by exposure to intense red light (lambda-750 nm; two-photon mode). All dyes possess a very small 2-diazoketone caging group incorporated into the 2-diazo-1-indanone residue with a quaternary carbon atom (C-3) and a spiro-9H-xanthene fragment. Initially they are non-colored (pale yellow), non-fluorescent, and absorb at lambda=330-350 nm (molar extinction coefficient (epsilon) approximate to 10(4)M(-1)cm(-1)) with a band edge that extends to about lambda = 440 nm. The absorption and emission bands of the uncaged derivatives are tunable over a wide range (lambda=511-633 and 525-653 nm, respectively). The unmasked dyes are highly colored and fluorescent (epsilon = 3-8 x 10(4)M(-1)cm(-1) and fluorescence quantum yields (phi) = 40-85% in the unbound state and in methanol). By stepwise and orthogonal protection of carboxylic and sulfonic acid groups a highly water-soluble caged red-emitting dye with two sulfonic acid residues was prepared. Rhodamines NN were decorated with amino-reactive N-hydroxysuccinimidyl ester groups, applied in aqueous buffers, easily conjugated with proteins, and readily photoactivated (uncaged) with lambda = 375-420 nm light or intense red light (lambda = 775 nm). Protein conjugates with optimal degrees of labeling (3-6) were prepared and uncaged with lambda= 405 nm light in aqueous buffer solutions (phi = 20-38%). The photochemical cleavage of the masking group generates only molecular nitrogen. Some 10-40% of the non-fluorescent (dark) byproducts are also formed. However, they have low absorbance and do not quench the fluorescence of the uncaged dyes. Photoactivation of the individual molecules of Rhodamines NN (e.g., due to reversible or irreversible transition to a \"dark\" non-emitting state or photobleaching) provides multicolor images with subdiffractional optical resolution. The applicability of these novel caged fluorophores in super-resolution optical microscopy is exemplified."],["dc.identifier.doi","10.1002/chem.201403316"],["dc.identifier.gro","3142036"],["dc.identifier.isi","000342770900020"],["dc.identifier.pmid","25196166"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/3834"],["dc.language.iso","en"],["dc.notes.intern","WoS Import 2017-03-10"],["dc.notes.status","final"],["dc.notes.submitter","PUB_WoS_Import"],["dc.relation.eissn","1521-3765"],["dc.relation.issn","0947-6539"],["dc.title","Masked Rhodamine Dyes of Five Principal Colors Revealed by Photolysis of a 2-Diazo-1-Indanone Caging Group: Synthesis, Photophysics, and Light Microscopy Applications"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.subtype","original"],["dspace.entity.type","Publication"]]Details DOI PMID PMC WOS2010Journal Article Research Paper [["dc.bibliographiccitation.firstpage","4477"],["dc.bibliographiccitation.issue","15"],["dc.bibliographiccitation.journal","Chemistry - A European Journal"],["dc.bibliographiccitation.lastpage","4488"],["dc.bibliographiccitation.volume","16"],["dc.contributor.author","Mitronova, Gyuzel Yu"],["dc.contributor.author","Belov, Vladimir N."],["dc.contributor.author","Bossi, Mariano L."],["dc.contributor.author","Wurm, Christian A."],["dc.contributor.author","Meyer, Lars"],["dc.contributor.author","Medda, Rebecca"],["dc.contributor.author","Moneron, Gael"],["dc.contributor.author","Bretschneider, Stefan"],["dc.contributor.author","Eggeling, Christian"],["dc.contributor.author","Jakobs, Stefan"],["dc.contributor.author","Hell, Stefan W."],["dc.date.accessioned","2017-09-07T11:46:10Z"],["dc.date.available","2017-09-07T11:46:10Z"],["dc.date.issued","2010"],["dc.description.abstract","New photostable rhodamine dyes represented by the compounds 1 a-r and 3-5 are proposed as efficient fluorescent markers with unique combination of structural features. Unlike rhodamines with monoalkylated nitrogen atoms, N',N-bis(2,2,2-trifluoroethyl) derivatives 1e, 1i, 1j, 3-H and 5 were found to undergo sulfonation of the xanthene fragment at the positions 4' and 5'. Two fluorine atoms were introduced into the positions 2' and 7' of the 3',6'-diaminoxanthene fragment in compounds 1 a-d, 1 i-l and 1 m-r. The new rhodamine dyes may be excited with lambda=488 or 514 nm light; most of them emit light at lambda=512-554 nm (compounds 1q and 1r at lambda=576 and 589 nm in methanol, respectively) and have high fluorescence quantum yields in solution (up to 98%), relatively long excited-state lifetimes (>3 ns) and are resistant against photobleaching, especially at high laser intensities, as is usually applied in confocal microscopy. Sulfonation of the xanthene fragment with 30% SO(3) in H(2)SO(4) is compatible with the secondary amide bond (rhodamine-CON(Me)CH(2)CH(2)COOH) formed with MeNHCH(2)CH(2)COOCH(3) to providing the sterically unhindered carboxylic group required for further (bio)conjugation reactions. After creating the amino reactive sites, the modified derivatives may be used as fluorescent markers and labels for (bio)molecules in optical microscopy and nanoscopy with very-high light intensities. Further, the new rhodamine dyes are able to pass the plasma membrane of living cells, introducing them as potential labels for recent live-cell-tag approaches. We exemplify the excellent performance of the fluorinated rhodamines in optical microscopy by fluorescence correlation spectroscopy (FCS) and stimulated emission depletion (STED) nanoscopy experiments."],["dc.identifier.doi","10.1002/chem.200903272"],["dc.identifier.gro","3142992"],["dc.identifier.isi","000277331000009"],["dc.identifier.pmid","20309973"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/456"],["dc.language.iso","en"],["dc.notes.intern","WoS Import 2017-03-10 / Funder: DFG; Max-Planck-Gesellschaft"],["dc.notes.status","final"],["dc.notes.submitter","PUB_WoS_Import"],["dc.relation.issn","0947-6539"],["dc.title","New Fluorinated Rhodamines for Optical Microscopy and Nanoscopy"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.subtype","original"],["dspace.entity.type","Publication"]]Details DOI PMID PMC WOS2018Journal Article [["dc.bibliographiccitation.firstpage","6466"],["dc.bibliographiccitation.issue","12"],["dc.bibliographiccitation.journal","The Journal of Organic Chemistry"],["dc.bibliographiccitation.lastpage","6476"],["dc.bibliographiccitation.volume","83"],["dc.contributor.author","Roubinet, Benôit"],["dc.contributor.author","Bischoff, Matthias"],["dc.contributor.author","Nizamov, Shamil"],["dc.contributor.author","Yan, Sergey"],["dc.contributor.author","Geisler, Claudia"],["dc.contributor.author","Stoldt, Stefan"],["dc.contributor.author","Mitronova, Gyuzel Y."],["dc.contributor.author","Belov, Vladimir N."],["dc.contributor.author","Bossi, Mariano L."],["dc.contributor.author","Hell, Stefan W."],["dc.date.accessioned","2022-03-01T11:45:40Z"],["dc.date.available","2022-03-01T11:45:40Z"],["dc.date.issued","2018"],["dc.identifier.doi","10.1021/acs.joc.8b00756"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/103408"],["dc.language.iso","en"],["dc.notes.intern","DOI-Import GROB-531"],["dc.relation.eissn","1520-6904"],["dc.relation.issn","0022-3263"],["dc.title","Photoactivatable Rhodamine Spiroamides and Diazoketones Decorated with “Universal Hydrophilizer” or Hydroxyl Groups"],["dc.type","journal_article"],["dc.type.internalPublication","unknown"],["dspace.entity.type","Publication"]]Details DOI