Mitronova, Gyuzel Yu

[["dc.bibliographiccitation.firstpage","337"],["dc.bibliographiccitation.issue","2"],["dc.bibliographiccitation.journal","European Journal of Organic Chemistry"],["dc.bibliographiccitation.lastpage","349"],["dc.bibliographiccitation.volume","2015"],["dc.contributor.author","Mitronova, Gyuzel Yu"],["dc.contributor.author","Polyakova, Svetlana"],["dc.contributor.author","Wurm, Christian Andreas"],["dc.contributor.author","Kolmakov, Kirill"],["dc.contributor.author","Wolfram, Thomas"],["dc.contributor.author","Meineke, Dirk N. H."],["dc.contributor.author","Belov, Vladimir N."],["dc.contributor.author","John, Michael"],["dc.contributor.author","Hell, Stefan"],["dc.date.accessioned","2017-09-07T11:44:46Z"],["dc.date.available","2017-09-07T11:44:46Z"],["dc.date.issued","2015"],["dc.description.abstract","Aromatic nucleophilic substitution (SNAr) of fluorine in 9-(3'-carboxy-4',5',6',7'-tetrafluorophenyl) groups of xanthene dyes constitutes a powerful tool in dye design. Thiols and amines regioselectively replace F-6'. This approach enables additional hydrophilic residues or functional groups required for bioconjugation to be introduced. By using this methodology, a \"bright\" and photostable dye for two-color superresolution microscopy was synthesized (with absorption and emission maxima at 604 and 627 nm, respectively). In the case of red-emitting rhodamine dyes with 3'-carboxy-4',5',7'-trifluorophenyl residues, two-dimensional NMR techniques and a chemical transformation were used to prove the precise position of the additional substituent - a carboxylic acid group linked through the S-atom at C-6'. Furthermore, simple H-1 NMR spectra reliably permit the position of the additional carboxy substituent in the 3'-carboxyphenyl ring (at C-5' or C-6') to be established. Information on the exact position of this substituent is significant for the design of molecular probes and for the prediction of the properties of their bioconjugates."],["dc.identifier.doi","10.1002/ejoc.201403269"],["dc.identifier.gro","3141988"],["dc.identifier.isi","000347722900011"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/3301"],["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","1099-0690"],["dc.relation.issn","1434-193X"],["dc.title","Functionalization of the meso-Phenyl Ring of Rhodamine Dyes Through SNAr with Sulfur Nucleophiles: Synthesis, Biophysical Characterizations, and Comprehensive NMR Analysis"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.subtype","original"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","3290"],["dc.bibliographiccitation.issue","10"],["dc.bibliographiccitation.journal","Angewandte Chemie International Edition"],["dc.bibliographiccitation.lastpage","3294"],["dc.bibliographiccitation.volume","55"],["dc.contributor.author","Butkevich, Alexey N."],["dc.contributor.author","Mitronova, Gyuzel Yu"],["dc.contributor.author","Sidenstein, Sven C."],["dc.contributor.author","Klocke, Jessica L."],["dc.contributor.author","Kamin, Dirk"],["dc.contributor.author","Meineke, Dirk N. H."],["dc.contributor.author","D'Este, E."],["dc.contributor.author","Kraemer, Philip-Tobias"],["dc.contributor.author","Danzl, Johann G."],["dc.contributor.author","Belov, Vladimir N."],["dc.contributor.author","Hell, Stefan"],["dc.date.accessioned","2017-09-07T11:54:38Z"],["dc.date.available","2017-09-07T11:54:38Z"],["dc.date.issued","2016"],["dc.description.abstract","A range of bright and photostable rhodamines and carbopyronines with absorption maxima in the range of =500-630nm were prepared, and enabled the specific labeling of cytoskeletal filaments using HaloTag technology followed by staining with 1m solutions of the dye-ligand conjugates. The synthesis, photophysical parameters, fluorogenic behavior, and structure-property relationships of the new dyes are discussed. Light microscopy with stimulated emission depletion (STED) provided one- and two-color images of living cells with an optical resolution of 40-60nm."],["dc.identifier.doi","10.1002/anie.201511018"],["dc.identifier.gro","3141724"],["dc.identifier.isi","000371418200008"],["dc.identifier.pmid","26844929"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/369"],["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","1521-3773"],["dc.relation.issn","1433-7851"],["dc.title","Fluorescent Rhodamines and Fluorogenic Carbopyronines for Super-Resolution STED Microscopy in Living Cells"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.subtype","original"],["dspace.entity.type","Publication"]]

[["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"]]

[["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"]]

[["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"]]

[["dc.bibliographiccitation.firstpage","3324"],["dc.bibliographiccitation.issue","13"],["dc.bibliographiccitation.journal","Chemical Science"],["dc.bibliographiccitation.lastpage","3334"],["dc.bibliographiccitation.volume","9"],["dc.contributor.author","Lukinavičius, Gražvydas"],["dc.contributor.author","Mitronova, Gyuzel Y."],["dc.contributor.author","Schnorrenberg, Sebastian"],["dc.contributor.author","Butkevich, Alexey N."],["dc.contributor.author","Barthel, Hannah"],["dc.contributor.author","Belov, Vladimir N."],["dc.contributor.author","Hell, Stefan W."],["dc.date.accessioned","2022-03-01T11:46:09Z"],["dc.date.available","2022-03-01T11:46:09Z"],["dc.date.issued","2018"],["dc.description.abstract","Nanoscopy compatible fluorescent tubulin probes can be used to stain microtubules and chitin-rich taenidia in the insect tracheoles."],["dc.description.abstract","We introduce fluorogenic tubulin probes based on the recently reported fluorescent dyes (510R, 580CP, GeR and SiR) and chemotherapy agents – taxanes (docetaxel, cabazitaxel and larotaxel). The cytotoxicity of the final probe, its staining performance and specificity strongly depend on both components. We found correlation between the aggregation efficiency (related to the spirolactonization of fluorophore) and cytotoxicity. Probe optimization allowed us to reach 29 ± 11 nm resolution in stimulated emission depletion (STED) microscopy images of the microtubule network in living human fibroblasts. Application to living fruit fly ( Drosophila melanogaster ) tissues highlighted two distinct structures: microtubules and tracheoles. We identified 6-carboxy isomers of 580CP and SiR dyes as markers for chitin-containing taenidia, a component of tracheoles. STED microscopy revealed correlation between the taenidia periodicity and the diameter of the tracheole. Combined tubulin and taenidia STED imaging showed close interaction between the microtubules and respiratory networks in living tissues of the insect larvae."],["dc.description.abstract","Nanoscopy compatible fluorescent tubulin probes can be used to stain microtubules and chitin-rich taenidia in the insect tracheoles."],["dc.description.abstract","We introduce fluorogenic tubulin probes based on the recently reported fluorescent dyes (510R, 580CP, GeR and SiR) and chemotherapy agents – taxanes (docetaxel, cabazitaxel and larotaxel). The cytotoxicity of the final probe, its staining performance and specificity strongly depend on both components. We found correlation between the aggregation efficiency (related to the spirolactonization of fluorophore) and cytotoxicity. Probe optimization allowed us to reach 29 ± 11 nm resolution in stimulated emission depletion (STED) microscopy images of the microtubule network in living human fibroblasts. Application to living fruit fly ( Drosophila melanogaster ) tissues highlighted two distinct structures: microtubules and tracheoles. We identified 6-carboxy isomers of 580CP and SiR dyes as markers for chitin-containing taenidia, a component of tracheoles. STED microscopy revealed correlation between the taenidia periodicity and the diameter of the tracheole. Combined tubulin and taenidia STED imaging showed close interaction between the microtubules and respiratory networks in living tissues of the insect larvae."],["dc.identifier.doi","10.1039/C7SC05334G"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/103579"],["dc.language.iso","en"],["dc.notes.intern","DOI-Import GROB-531"],["dc.relation.eissn","2041-6539"],["dc.relation.issn","2041-6520"],["dc.rights.uri","http://creativecommons.org/licenses/by-nc/3.0/"],["dc.title","Fluorescent dyes and probes for super-resolution microscopy of microtubules and tracheoles in living cells and tissues"],["dc.type","journal_article"],["dc.type.internalPublication","unknown"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.artnumber","12319"],["dc.bibliographiccitation.firstpage","1"],["dc.bibliographiccitation.journal","Scientific Reports"],["dc.bibliographiccitation.lastpage","15"],["dc.bibliographiccitation.volume","7"],["dc.contributor.author","Mitronova, Gyuzel Y."],["dc.contributor.author","Lukinavičius, Gražvydas"],["dc.contributor.author","Butkevich, Alexey N."],["dc.contributor.author","Kohl, Tobias"],["dc.contributor.author","Belov, Vladimir N."],["dc.contributor.author","Lehnart, Stephan E."],["dc.contributor.author","Hell, Stefan W."],["dc.date.accessioned","2018-01-17T13:30:31Z"],["dc.date.available","2018-01-17T13:30:31Z"],["dc.date.issued","2017"],["dc.description.abstract","Visualization of the G-protein coupled receptor (GPCR) is of great importance for studying its function in a native cell. We have synthesized a series of red-emitting fluorescent probes targeting β-adrenergic receptor (βAR) that are compatible with confocal and Stimulated Emission Depletion (STED) microscopy as well as with Time-Resolved Fluorescence Resonance Energy Transfer (TR-FRET) binding assay in living cells. The probe based on the agonist BI-167107 and fluorescent dye KK114 demonstrates nanomolar binding affinity and up to nine-fold β2AR selectivity over β1AR. Carazolol-derived probes are fluorogenic and allow no-wash imaging experiments. STED microscopy of β2ARs stained at the native expression level on pancreatic CAPAN cells provides two-fold improvement in lateral optical resolution over confocal mode and reveals the formation of receptor microdomains. These probes retain their functional (agonist or antagonist) properties, allowing simultaneous modulation of cyclic adenosine monophosphate (cAMP) levels and receptor internalization as well as imaging receptor localization."],["dc.identifier.doi","10.1038/s41598-017-12468-3"],["dc.identifier.pmid","28951558"],["dc.identifier.purl","https://resolver.sub.uni-goettingen.de/purl?gs-1/14939"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/11716"],["dc.language.iso","en"],["dc.notes.intern","Merged from goescholar"],["dc.notes.status","final"],["dc.relation.eissn","2045-2322"],["dc.rights","CC BY 4.0"],["dc.rights.uri","https://creativecommons.org/licenses/by/4.0"],["dc.title","High-Affinity Functional Fluorescent Ligands for Human β-Adrenoceptors"],["dc.type","journal_article"],["dc.type.internalPublication","unknown"],["dc.type.version","published_version"],["dspace.entity.type","Publication"]]