Sednev, Maksim V.

[["dc.bibliographiccitation.artnumber","042004"],["dc.bibliographiccitation.issue","4"],["dc.bibliographiccitation.journal","Methods and Applications in Fluorescence"],["dc.bibliographiccitation.volume","3"],["dc.contributor.author","Sednev, Maksim V."],["dc.contributor.author","Belov, Vladimir N."],["dc.contributor.author","Hell, Stefan"],["dc.date.accessioned","2017-09-07T11:54:49Z"],["dc.date.available","2017-09-07T11:54:49Z"],["dc.date.issued","2015"],["dc.description.abstract","The review deals with commercially available organic dyes possessing large Stokes shifts and their applications as fluorescent labels in optical microscopy based on stimulated emission depletion (STED). STED microscopy breaks Abbe's diffraction barrier and provides optical resolution beyond the diffraction limit. STED microscopy is non-invasive and requires photostable fluorescent markers attached to biomolecules or other objects of interest. Up to now, in most biology-related STED experiments, bright and photoresistant dyes with small Stokes shifts of 20-40 nm were used. The rapid progress in STED microscopy showed that organic fluorophores possessing large Stokes shifts are indispensable in multi-color super-resolution techniques. The ultimate result of the imaging relies on the optimal combination of a dye, the bio-conjugation procedure and the performance of the optical microscope. Modern bioconjugation methods, basics of STED microscopy, as well as structures and spectral properties of the presently available fluorescent markers are reviewed and discussed. In particular, the spectral properties of the commercial dyes are tabulated and correlated with the available depletion wavelengths found in STED microscopes produced by LEICA Microsytems, Abberior Instruments and Picoquant GmbH."],["dc.identifier.doi","10.1088/2050-6120/3/4/042004"],["dc.identifier.gro","3141768"],["dc.identifier.isi","000380688100007"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/857"],["dc.language.iso","en"],["dc.notes.intern","WoS Import 2017-03-10"],["dc.notes.status","final"],["dc.notes.submitter","PUB_WoS_Import"],["dc.relation.issn","2050-6120"],["dc.title","Fluorescent dyes with large Stokes shifts for super-resolution optical microscopy of biological objects: a review"],["dc.type","review"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","522"],["dc.bibliographiccitation.issue","3"],["dc.bibliographiccitation.journal","Photochemical & Photobiological Sciences"],["dc.bibliographiccitation.lastpage","532"],["dc.bibliographiccitation.volume","11"],["dc.contributor.author","Kolmakov, Kirill"],["dc.contributor.author","Wurm, Christian Andreas"],["dc.contributor.author","Sednev, Maksim V."],["dc.contributor.author","Bossi, Mariano L."],["dc.contributor.author","Belov, Vladimir N."],["dc.contributor.author","Hell, Stefan"],["dc.date.accessioned","2017-09-07T11:43:09Z"],["dc.date.available","2017-09-07T11:43:09Z"],["dc.date.issued","2012"],["dc.description.abstract","Caged near-IR emitting fluorescent dyes are in high demand in optical microscopy but up to now were unavailable. We discovered that the combination of a carbopyronine dye core and a photosensitive 2-diazo-1-indanone residue leads to masked near-IR emitting fluorescent dyes. Illumination of these caged dyes with either UV or visible light (lambda < 420 nm) efficiently generates fluorescent compounds with absorption and emission at 635 nm and 660 nm, respectively. A high-yielding synthetic route with attractive possibilities for further dye design is described in detail. Good photostability, high contrast, and a large fluorescence quantum yield after uncaging are the most important features of the new compounds for non-invasive imaging in high-resolution optical microscopy. For use in immunolabelling the caged dyes were decorated with a (hydrophilic) linker and an (activated) carboxyl group."],["dc.identifier.doi","10.1039/c1pp05321c"],["dc.identifier.gro","3142604"],["dc.identifier.isi","000300991600012"],["dc.identifier.pmid","22218703"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/27"],["dc.language.iso","en"],["dc.notes.intern","WoS Import 2017-03-10 / Funder: Bundesministerium fur Bildung und Forschung (BMBF) [513, FKZ 13N11066]"],["dc.notes.status","final"],["dc.notes.submitter","PUB_WoS_Import"],["dc.relation.eissn","1474-9092"],["dc.relation.issn","1474-905X"],["dc.title","Masked red-emitting carbopyronine dyes with photosensitive 2-diazo-1-indanone caging group"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.subtype","original"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","11631"],["dc.bibliographiccitation.issue","33"],["dc.bibliographiccitation.journal","Chemistry - A European Journal"],["dc.bibliographiccitation.lastpage","11642"],["dc.bibliographiccitation.volume","22"],["dc.contributor.author","Nizamov, Shamil"],["dc.contributor.author","Sednev, Maksim V."],["dc.contributor.author","Bossi, Mariano L."],["dc.contributor.author","Hebisch, Elke"],["dc.contributor.author","Frauendorf, Holm"],["dc.contributor.author","Lehnart, Stephan E."],["dc.contributor.author","Belov, Vladimir N."],["dc.contributor.author","Hell, Stefan W."],["dc.date.accessioned","2017-09-07T11:44:44Z"],["dc.date.available","2017-09-07T11:44:44Z"],["dc.date.issued","2016"],["dc.description.abstract","Large Stokes-shift coumarin dyes with an O-phosphorylated 4-(hydroxymethyl)-2,2-dimethyl-1,2,3,4-tetrahydroquinoline fragment emitting in the blue, green, and red regions of the visible spectrum were synthesized. For this purpose, N-substituted and O-protected 1,2-dihydro-7-hydroxy- 2,2,4-trimethylquinoline was oxidized with SeO2 to the corresponding a, alpha,beta-unsaturated aldehyde and then reduced with NaBH4 in a \"one-pot\" fashion to yield N-substituted and 7-O-protected 4-(hydroxymethyl)-7-hydroxy-2,2-dimethyl-1,2,3,4-tetrahydroquinoline as a common precursor to all the coumarin dyes reported here. The photophysical properties of the new dyes (\"reduced coumarins\") and 1,2-dihydroqui-noline analogues (formal precursors) with a trisubstituted C=C bond were compared. The \"reduced coumarins\" were found to be more photoresistant and brighter than their 1,2-dihydroquinoline counterparts. Free carboxylate analogues, as well as their antibody conjugates (obtained from N-hydroxysuccinimidyl esters) were also prepared. All studied conjugates with secondary antibodies afforded high specificity and were suitable for fluorescence microscopy. The red-emitting coumarin dye bearing a betaine fragment at the C-3-position showed excellent performance in stimulation emission depletion (STED) microscopy."],["dc.identifier.doi","10.1002/chem.201601252"],["dc.identifier.gro","3141636"],["dc.identifier.isi","000382921600024"],["dc.identifier.pmid","27385071"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/3789"],["dc.identifier.url","https://sfb1002.med.uni-goettingen.de/production/literature/publications/148"],["dc.language.iso","en"],["dc.notes.intern","WoS Import 2017-03-10 / Funder: Deutsche Forschungsgemeinschaft [SFB 1002]"],["dc.notes.status","final"],["dc.notes.submitter","PUB_WoS_Import"],["dc.relation","SFB 1002: Modulatorische Einheiten bei Herzinsuffizienz"],["dc.relation","SFB 1002 | A05: Molekulares Imaging von kardialen Calcium-Freisetzungsdomänen"],["dc.relation","SFB 1002 | C02: RhoGTPasen und ihre Bedeutung für die Last-abhängige Myokardfibrose"],["dc.relation.issn","0947-6539"],["dc.relation.issn","1521-3765"],["dc.relation.workinggroup","RG Hell"],["dc.relation.workinggroup","RG Lehnart (Cellular Biophysics and Translational Cardiology Section)"],["dc.title","\"Reduced\" Coumarin Dyes with an O-Phosphorylated 2,2-Dimethyl-4-( hydroxymethyl)-1,2,3,4-tetrahydroquinoline Fragment: Synthesis, Spectra, and STED Microscopy"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.subtype","original_ja"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","16339"],["dc.bibliographiccitation.issue","51"],["dc.bibliographiccitation.journal","Chemistry - A European Journal"],["dc.bibliographiccitation.lastpage","16348"],["dc.bibliographiccitation.volume","18"],["dc.contributor.author","Nizamov, Shamil"],["dc.contributor.author","Willig, Katrin I."],["dc.contributor.author","Sednev, Maksim V."],["dc.contributor.author","Belov, Vladimir N."],["dc.contributor.author","Hell, Stefan"],["dc.date.accessioned","2017-09-07T11:48:20Z"],["dc.date.available","2017-09-07T11:48:20Z"],["dc.date.issued","2012"],["dc.description.abstract","Photostable and bright fluorescent dyes with large Stokes shifts are widely used as markers in far-field optical microscopy, but the variety of useful dyes is limited. The present study introduces new 3-heteroaryl coumarins decorated with a primary phosphate group (OP(O)(OH)2) attached to C-4 in 2,2,4-trimethyl-1,2-dihydroquinoline fragment fused with the coumarin fluorophore. The general synthetic route is based on the Suzuki reaction of 3-bromocoumarines with hetarylboronic acids followed by oxidation of the methyl group at the C?C bond with SeO2 (to an aldehyde), reduction with NaBH4 (to an alcohol), and conversion into a primary phosphate. The 4 position in the coumarin system may be unsubstituted or bear a methyl group. Phosphorylated coumarins were found to have high fluorescence quantum yields in the free state and after conjugation with proteins (in aqueous buffers). In super-resolution light microscopy with stimulated emission depletion (STED), the new coumarin dyes provide an optical resolution of 4060 nm with a low background signal. Due to their large Stokes shifts and high photostability, phosphorylated coumarins enable to combine multilabel imaging (using one detector and several excitation sources) with diffraction unlimited optical resolution."],["dc.identifier.doi","10.1002/chem.201202382"],["dc.identifier.gro","3142432"],["dc.identifier.isi","000312275200012"],["dc.identifier.pmid","23111986"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/8218"],["dc.language.iso","en"],["dc.notes.intern","WoS Import 2017-03-10"],["dc.notes.status","final"],["dc.notes.submitter","PUB_WoS_Import"],["dc.relation.issn","0947-6539"],["dc.title","Phosphorylated 3-Heteroarylcoumarins and Their Use in Fluorescence 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","690"],["dc.bibliographiccitation.issue","4"],["dc.bibliographiccitation.journal","Bioconjugate Chemistry"],["dc.bibliographiccitation.lastpage","700"],["dc.bibliographiccitation.volume","24"],["dc.contributor.author","Sednev, Maksim V."],["dc.contributor.author","Wurm, Christian Andreas"],["dc.contributor.author","Belov, Vladimir N."],["dc.contributor.author","Hell, Stefan"],["dc.date.accessioned","2017-09-07T11:47:44Z"],["dc.date.available","2017-09-07T11:47:44Z"],["dc.date.issued","2013"],["dc.description.abstract","Asymmetric hybrid fluorophores are built from the structural elements of two (or even more) symmetric dyes and can develop valuable new features which their parents do not possess. A new hybrid carborhodol dye was obtained by the combination of fluorescein and carbopyronine fluorophores. The brightly fluorescent hybrid dye with a linker and reactive group was prepared in 12 steps with overall yield of 1.6%. In aqueous solutions, it has absorption and emission maxima at 586 and 613 nm, respectively. Antibodies labeled with a carborhodol dye possess broad absorption and emission bands so that the effective Stokes shift is increased (compared with small Stokes shifts of the parent dyes) and the fluorescence quantum yield of 39% at a degree of labeling of 5.2. Two samples of secondary antibodies labeled with carborhodol and the benchmark red-emitting rhodamine dye (KK114) were used in two-color imaging experiments with excitation at 514-532 (carborhodol dye) and 633-640 nm (KK114). When emitted light was detected above 650 nm, the novel carborhodol dye provided a lower crosstalk than spectrally similar emitters (e. g., Atto594; crosstalk 40-60% with KK114 under the same conditions). The optical resolution of ca. 80 nm was attained using the new dye in stimulated emission depleted (STED) microscopy. The relatively short fluorescence lifetime in conjugates with antibodies (tau = 1.2-1.6 ns) suggests the possibility of dual FLIM with numerous dyes having values in the range of 3-5 ns. All of these features make the carborhodol fluorophore a valuable addition to the family of the red-emitting fluorescent dyes."],["dc.identifier.doi","10.1021/bc3006732"],["dc.identifier.gro","3142364"],["dc.identifier.isi","000317872900020"],["dc.identifier.pmid","23517127"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/7464"],["dc.language.iso","en"],["dc.notes.intern","WoS Import 2017-03-10"],["dc.notes.status","final"],["dc.notes.submitter","PUB_WoS_Import"],["dc.relation.issn","1043-1802"],["dc.title","Carborhodol: A New Hybrid Fluorophore Obtained by Combination of Fluorescein and Carbopyronine Dye Cores"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.subtype","original"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","15117"],["dc.bibliographiccitation.issue","46"],["dc.bibliographiccitation.journal","Angewandte Chemie. International Edition"],["dc.bibliographiccitation.lastpage","15121"],["dc.bibliographiccitation.volume","57"],["dc.contributor.author","Sednev, Maksim V."],["dc.contributor.author","Mykhailiuk, Volodymyr"],["dc.contributor.author","Choudhury, Priyanka"],["dc.contributor.author","Halang, Julia"],["dc.contributor.author","Sloan, Katherine E."],["dc.contributor.author","Bohnsack, Markus T."],["dc.contributor.author","Höbartner, Claudia"],["dc.date.accessioned","2020-12-10T14:05:34Z"],["dc.date.available","2020-12-10T14:05:34Z"],["dc.date.issued","2018"],["dc.identifier.doi","10.1002/anie.201808745"],["dc.identifier.eissn","1521-3773"],["dc.identifier.issn","1433-7851"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/69578"],["dc.language.iso","en"],["dc.notes.intern","DOI Import GROB-354"],["dc.title","N6‐Methyladenosine‐Sensitive RNA‐Cleaving Deoxyribozymes"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","1261"],["dc.bibliographiccitation.issue","4"],["dc.bibliographiccitation.journal","Organic Letters"],["dc.bibliographiccitation.lastpage","1264"],["dc.bibliographiccitation.volume","20"],["dc.contributor.author","Butkevich, Alexey N."],["dc.contributor.author","Sednev, Maksim V."],["dc.contributor.author","Shojaei, Heydar"],["dc.contributor.author","Belov, Vladimir N."],["dc.contributor.author","Hell, Stefan W."],["dc.date.accessioned","2018-04-23T11:48:22Z"],["dc.date.available","2018-04-23T11:48:22Z"],["dc.date.issued","2018"],["dc.identifier.doi","10.1021/acs.orglett.8b00270"],["dc.identifier.gro","3142358"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/13495"],["dc.language.iso","en"],["dc.notes.intern","lifescience updates Crossref Import"],["dc.notes.status","final"],["dc.relation.issn","1523-7060"],["dc.title","PONy Dyes: Direct Addition of P(III) Nucleophiles to Organic Fluorophores"],["dc.type","journal_article"],["dc.type.internalPublication","unknown"],["dc.type.peerReviewed","no"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","1677"],["dc.bibliographiccitation.issue","12"],["dc.bibliographiccitation.journal","Photochemical & Photobiological Sciences"],["dc.bibliographiccitation.lastpage","1689"],["dc.bibliographiccitation.volume","19"],["dc.contributor.author","Kolmakov, Kirill"],["dc.contributor.author","Winter, Franziska R."],["dc.contributor.author","Sednev, Maksim V."],["dc.contributor.author","Ghosh, Subhabrata"],["dc.contributor.author","Borisov, Sergey M."],["dc.contributor.author","Nizovtsev, Alexey V."],["dc.date.accessioned","2021-06-01T09:41:45Z"],["dc.date.available","2021-06-01T09:41:45Z"],["dc.date.issued","2020"],["dc.description.abstract","Photostabilized red-emitting rhodamine dyes can successfully address the demand in ultra-stable fluorophores for prolonged STED imaging with good quality."],["dc.description.abstract","The authors took an independent and closer look at the family of red-emitting rhodamine dyes known for a decade due to their excellent performance in STED microscopy. After the family was further extended, the true grounds of this performance became clear. Small-molecule protective agents and/or auxiliary groups were attached at two different sites of the dye's scaffold. Thus, a rhodamine core, which is already quite photostable as it is, and an intramolecular stabilizer – a 4-nitrobenzyl or a 4-nitrobenzylthio group were combined to give potentially “everlasting dyes”. The fluorescence quantum yields ( Φ f ) and the fluorescence lifetimes ( τ ) of the modified dyes were thoroughly measured with comparison to those of the parent dyes. The correlation of their STED performance with photostability and fluorescence color stability under illumination in water were explored. Unexpectedly, the anaerobic GSDIM (GOC) buffer proved unhelpful with respect to STED performance. It was demonstrated that, even dyes with a Φ f of only 14–17% allow STED imaging with a sufficient photon budget and good signal-to-noise ratio. For the dyes with photostabilizing groups (PSG) the Φ f values are 4–5 times lower than in the reference dyes, and lifetimes τ are also strongly reduced. Noteworthy are very high fluorescence color stability and constant or even increasing fluorescence signal under photobleaching in bulk aqueous solutions, which suggests a sacrificing role of the 4-nitrobenzyl-containing moieties. Straightforward and improved recipes for “last-minute” modifications and preparations of “self-healing” red-emitting fluorescent tags are described."],["dc.identifier.doi","10.1039/D0PP00304B"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/85027"],["dc.language.iso","en"],["dc.notes.intern","DOI-Import GROB-425"],["dc.relation.eissn","1474-9092"],["dc.relation.issn","1474-905X"],["dc.title","Everlasting rhodamine dyes and true deciding factors in their STED microscopy performance"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dspace.entity.type","Publication"]]