Sednev, Maksim V.

[["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"]]