Intramolecular fluorescence quenching

Marme N, Knemeyer JP, Sauer M, Wolfram J (2003) Inter- and intramolecular fluorescence quenching of organic dyes by tryptophan. Bioconjug Chem 14 1133-1139... 

Rettig W, Klock A (1985) Intramolecular fluorescence quenching in aminocoumarines. Identification of an excited state with full charge separation. Can J Chem 63(7) 1649-1653... 

Vogel M, Rettig W (1985) Efficient intramolecular fluorescence quenching in triphenyl-methane dyes involving excited states with charge separation and twisted conformations. Ber Bunsenges 89(9) 962-968... 

Fig. 16 EM-profile for intramolecular fluorescence quenching in Me2N(CH2)m NMe2 in hexane. (Data from Halpern et al., 1979)...

Bodenant B, Fages F, Delville MH (1998) Metal-induced self-assembly of a pyrene-tethered hydroxamate ligand for the generation of multichromophoric supramolecular systems. The pyrene excimer as switch for iron(III)-driven intramolecular fluorescence quenching. J Am Chem Soc 120 7511-7519... 

Intramolecular fluorescence quenching of phenylalkylamines 107 have been studied earlier102 but no exciplex was observed. An exciplex is believed to be an intermediate in the intramolecular styrylamine 106 photoreaction". 

I. Aoki, T. Sakaki, and S. Shinkai, Anew metal sensory systembased on intramolecular fluorescence quenching on the ionophoric calix[4]arene ring, /. Chem. Soc., Chem. Commun. 730 (1992). 

Fluorescent Probes with an Efficient Intramolecular Fluorescence Quenching Process in the Base Form Possibly Related to the Formation of a Nonemissive TICT State... 

A comparable approach could be used to rationalize the intramolecular fluorescence quenching in triphenylmethane (TPM) dyes.211 TPM dyes are structurally related to Michler s ketone, discussed in the preceding section, but they are generally charged systems. The most well-known TPM dyes, crystal violet (CV) and malachite green (MG), have been studied extensively using both steady-state and nanosecond-to-femtosecond time-resolved methods.211-223 A complete account would be beyond the scope of this section. The important facts are that only the normal fluorescence band (FB) is observable and that a nonradiative... 

For enhancement of fluorescence, molecules with intramolecular fluorescence quenching of photoinduced electron transfer (PET) of lone pairs are used. When interacting with the target molecule, this quenching will be inhibited and therefore the fluorescence can be turned on. The l,T-binaphthyl macrocycles are most extensively applied for this method they provide multiple chiral functional groups as binding sites for analytes such as a-hydroxycarboxylic acids, amines and even amino acid derivatives [5] (Fig. 3, left). 

Jiang, H. Xu, H. Ye, J. Synthesis and cation-mediated electron transfer in intramolecular fluorescence quenching of donor-acceptor podands observation of Marcus inverted region in forward electron transfer reactions. 

Lozinsky E., Shames A., and Likhtenshtein G.I. (2001) Dual fluorophore-nitroxide molecules Models for study of intramolecular fluorescence quenching and novel redox probes. In Recent Research Development in Photochemistry and Photobiology., V. 2, Transworld Research Network. Trivandrum, pp. 41-55. 

Experimentally, in all cases studied, intramolecular fluorescence quenching can be observed due to the adiabatic photoreaction towards the photochemical funnel (twisted double bond, close-lying So/Sj, ultrafast nonradiative... 

Table 1. Intramolecular fluorescence quenching rate constants k (10 s ) for DCS and DCM in solvents of different polarity [84]...

Autret, M., Le Plouzennec, M., Molnet, C., and Sirnonneaux, G. (1994). Intramolecular Fluorescence Quenching in Azobenzene-substituted Porphyrins. J. Chem. Soc., Chem. Commun. 1169-1170. 

Dias FB, Maiti M, Hintschich SI, Monkman AP (2005) Intramolecular fluorescence quenching in luminescent copolymers containing fluorenone and fluorene units A direct measurement of intrachain exciton hopping rate. J Chem Phys 122(5) 054904... 

Recent theory suggests that cyclization phenomena (1) are much more sensitive to excluded volume effects than other properties of polymer chains. Intramolecular fluorescence quenching processes in molecules containing appropriate end groups permit one to study both the dynamics and thermodynamics of end-to-end cyclization. As a consequence, the sensitivity of polymer cyclization to excluded volume can be examined. 

These considerations are exemplified by the efficiency of intramolecular fluorescence quenching of N,N-dimethyl-4-[3-(l-pyrenyl)propyl]aniline (PID.) as studied in the isotropic and cholesteric phases of M(38). The mechanism for (non-eraissive) exciplex formation could be accommodated in both phases to Scheme 2. 

The fluorescence of the ortho-aminobenzoate motif was utilized to elaborate a continuous fluorimetric assay based on intramolecular fluorescence quenching through isomer-differential collision of the fluorophore and a quencher, i.e. nitro-phenylalanine or a para-nitrophenyl moiety at the C-terminus [57]. Relative fluorescence recorded at 410 nm (2ex = 317 nm) is cleared from the participation of the preexisting trans isomer, but this assay is limited to peptides bearing fluoro-phores and properly positioned fluorescence quencher moieties. 

Hungerford, G., M. van der Auweraer, and D.B. Amabilino (2001). Intramolecular fluorescence quenching in porphyrin-bearing (2)catenates. J. Porph. Phthalocyan. 5, 633-644. 

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