- Tuning the optoelectronic properties of cyanine and ketocyanine dyes by incorporation of 9,9-di-n-propylfluorenylindolenine
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The synthesis and properties of novel cyanine and ketocyanine dyes incorporating 9,9-di-n-propylfluorenyl units is reported. While bathochromic shifts of order 100 nm are observed in cyanines for addition of each vinylene unit (lengthening the methine cha
- Jansen-Van Vuuren,Deakin,Olsen,Burn
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- Spectroscopic characterization of heptamethine cyanine dyes for the interaction with the CN- and F-
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The selectivity and sensitivity of a benzoindolium heptamethine cyanine dyes toward CN- and F- in DMSO are described. These anions interact with Dye-1 and Dye-2 forming anion-Dye adducts, the formation of which was supported by the Pariser-Parr-Pople molecular orbital (PPP MO) calculation. The different optical responses in Dye-1 stimulated by addition of CN - (blue to pale yellow) and F- (blue to pink) allow simultaneous estimation of CN- and F-.
- Wang, Yu,Gwon, Seon-Yeong,Son, Young-A,Kim, Sung-Hoon
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- N-alkylated linear heptamethine polyenes as potent non-azole leads against Candida albicans fungal infections
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In this study, eighteen heptamethine dyes were synthesised and their antifungal activities were evaluated against three clinically relevant yeast species. The eighteen dyes were placed within classes based on their core subunit i.e. 2,3,3-trimethylindolenine (5a-f), 1,1,2-trimethyl-1H-benzo[e]indole (6a-f), or 2-methylbenzothiazole (7a-f). The results presented herein imply that the three families of cyanine dyes, in particular compounds 5a-f, show high potential as selective scaffolds to treat C. albicans infections. This opens up the opportunity for further optimisation and investigation of this class compounds for potential antifungal treatment.
- Critchley, Megan E.,Lawrence, Clare L.,McKenna, Sean T.,Okoh, Adeyi Okoh,Smith, Robert B.,Vishwapathi, Vinod
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- Approach to a Substituted Heptamethine Cyanine Chain by the Ring Opening of Zincke Salts
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Cyanine dyes play an indispensable and central role in modern fluorescence-based biological techniques. Despite their importance and widespread use, the current synthesis methods of heptamethine chain modification are restricted to coupling reactions and nucleophilic substitution at the meso position in the chain. Herein, we report the direct transformation of Zincke salts to cyanine dyes under mild conditions, accompanied by the incorporation of a substituted pyridine residue into the heptamethine scaffold. This work represents the first general approach that allows the introduction of diverse substituents and different substitution patterns at the C3′-C5′ positions of the chain. High yields, functional tolerance, versatility toward the condensation partners, and scalability make this method a powerful tool for accessing a new generation of cyanine derivatives.
- ?tacková, Lenka,?tacko, Peter,Klán, Petr
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supporting information
p. 7155 - 7162
(2019/05/10)
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- Spectroscopic characterization of heptamethine cyanine dyes for the interaction with the CN- and F-
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The selectivity and sensitivity of a benzoindolium heptamethine cyanine dyes toward CN- and F- in DMSO are described. These anions interact with Dye-1 and Dye-2 forming anion-Dye adducts, the formation of which was supported by the Pariser-Parr-Pople molecular orbital (PPP MO) calculation. The different optical responses in Dye-1 stimulated by addition of CN- (blue to pale yellow) and F' (blue to pink) allow simultaneous estimation of CN- and F-. Copyright Taylor and Francis Group, LLC.
- Wang, Yu,Gwon, Seon-Yeong,Son, Young-A,Kim, Sung-Hoon
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- CHEMISTRY OF ENOL ETHERS. LXXIX. REACTION OF GLUTACONALDEHYDE ACETALS AND THEIR DERIVATIVES WITH HETEROCYCLIC COMPOUNDS. THE SYNTHESIS OF TRICARBOCYANINE DYES
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The acetal forms of glutaconaldehyde (2,6-dialkoxypyrans, 1,1,5,5-tetralkoxy-2-pentenes, 5,5-dialkoxy-2-pentenals, and 1,3,5,5-tetraalkoxy-1-pentenes) are capable of reacting with the quaternary salts of heterocyclic bases containing an active methyl group in acetic anhydride solution and in the presence of triethylamine with the formation of tricarbocyanine dyes.Syntheses are reported of unsubstituted thio-, indo-, and quinotricarbocyanines and derivatives with various substituents in the polymethine chain.
- Makin, S. M.,Kruglikova, R. I.,Shavrygina, O. A.,Kolobova, T. P.,Popova, T. P.,Tagirov, T. K.
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p. 1850 - 1852
(2007/10/02)
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