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Voloshin, N. A.; Метелица, А. В.; Micheau, J. C.; Voloshina, Elena; Besugliy, S. O.; Vdovenko, A. V.; Shelepin, N. E.; Минкин, Владимир И.

doi:10.1023/a:1024773727436

Cited by 25 publications

(15 citation statements)

References 15 publications

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“…Therefore, quantum yields of the compounds 1a and 1b were determined in methanol and 10 mM HEPES buffer pH 9.8 using Eaton’s method (Table 2). 9 The magnitude of the quantum yields for these compounds is similar to those reported for the luminescence of spiroindolinopyrans 10. The quantum yield of 1a was lower than 1b in both solvent systems.…”

Section: Resultssupporting

confidence: 70%

Synthesis and metal complexation properties of bisbenzospiropyran chelators in water

Kumar¹,

Chau²,

Chau³

et al. 2008

Tetrahedron

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As a step towards developing a light-controlled reversible binding switch based on photochromic bisbenzospiropyran for investigating intracellular calcium signaling, substituted bisbenzospiropyran and phenolic chelators were synthesized and examined for metal binding strength. The complexation of these compounds with alkaline earth and zinc ions in methanol and buffer was characterized using NMR and luminescence spectroscopy. An increased length of convergent ligands on the rigid scaffold maintained binding affinity for Ca 2+ but decreased selectivity for Ca 2+ over Mg 2+ . Results indicate that at least three carboxylate ligands are required for significant binding, and increased length of the ligands will result in a fully water-soluble photoswitch that exhibits two states with approximately 300-fold difference in binding affinity for Ca 2+ .

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Section: Resultssupporting

confidence: 70%

Synthesis and metal complexation properties of bisbenzospiropyran chelators in water

Kumar¹,

Chau²,

Chau³

et al. 2008

Tetrahedron

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“…However, the synthesis of spirooxazines is a rather labor consuming process, for which reason modification of the spirooxazine structure by direct chemical reactions is under study. [1][2][3][4][5][6] Earlier, the nitration of unsubstituted spiro[indoline naphthoxazine] 1 and spiro[benzindolinenaphthooxazine] 2 afforded photochromic mono and dinitro derivatives. It was found that introduction of a nitro group substantially changes the photochromic properties.…”

mentioning

confidence: 99%

Nitration of photochromic spirophenanthroxazine

et al. 2005

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Nitration of photochromic spirophenanthrooxazine with three different reagents (cupric nitrate, NaNO 2 in acetic acid, and HNO 3 -H 2 SO 4 ) was studied. The major reaction products were specified and characterized by 1 H and 13 C NMR and mass spectra. The mechanisms of their formation were proposed. Only the nitration with a mixture of nitric and sulfuric acids yielded a photochromic product containing the nitro group in the phenanthrene fragment.

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“…The sodium salt of the acid 6a, the desyl chloride 7, and the 3H-indolium salts 2a-d were obtained by the previously described methods [16,[21][22][23][24][25].…”

Section: Methodsmentioning

confidence: 99%