Drastic changes in the fluorescence properties of NBD probes with the polarity of the medium: involvement of a TICT state?

Fery–Forgues, Suzanne; Fayet, Jean-Pierre; Lopez, André

doi:10.1016/1010-6030(93)85048-d

Cited by 201 publications

(266 citation statements)

References 50 publications

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“…82 At this point, it is useful to compare the location and solvent accessibility of the NBD fluorophore (taken as atoms 1-14 in Fig. 1) in the present study with our previous investigation of NBD-PC in fluid DPPC (323 K).…”

Section: View Article Onlinementioning

confidence: 97%

“…This is probably the main reason for the decay heterogeneity most often found in the fluorescence decays of NBD lipid analogues. Whereas the decay of N-propylamino NBD (NBD-C 3 ) emission may be described by a single exponential function in a variety of pure solvents, 82 the huge possible variations in environment polarity that may be experienced by membrane-inserted fluorophores of NBD-PC and NBD-diC n PE dictated otherwise. For example, in fluid DPPC vesicles (50 1C) with 0.1 mol% NBD lipid, both NBD-diC 16 PE (t 1 = 0.87 ns (25% pre-exponential), t 2 = 6.61 ns (75%), intensity-weighted average lifetime hti = 6.37 ns 20 ) and C6-NBD-PC (t 1 = 0.94 ns (20%), t 2 = 6.16 ns (80%), hti = 5.97 ns 27 ) present bi-exponential decays, with similar contributions of a short lifetime component, close to that measured for NBD-C 3 in water (1.0 ns).…”

Section: View Article Onlinementioning

confidence: 99%

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Behaviour of NBD-head group labelled phosphatidylethanolamines in POPC bilayers: a molecular dynamics study

Filipe

Santos

Ramalho

et al. 2015

Phys. Chem. Chem. Phys.

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A complete homologous series of fluorescent phosphatidylethanolamines (diC n PE), labelled at the head group with a 7-nitrobenz-2-oxa-1,3-diazo-4-yl(NBD) fluorophore and inserted in 1-palmitoyl, 2-oleoyl-snglycero-3-phosphocholine (POPC) bilayers, was studied using atomistic molecular dynamics simulations. The longer-chained derivatives of NBD-diC n PE, with n = 14, 16, and 18, are commercially available, and widely used as fluorescent membrane probes. Properties such as location of atomic groups and acyl chain order parameters of both POPC and NBD-diC n PE, fluorophore orientation and hydrogen bonding, membrane electrostatic potential and lateral diffusion were calculated for all derivatives in the series. Most of these probes induce local disordering of POPC acyl chains, which is on the whole counterbalanced by ordering resulting from binding of sodium ions to lipid carbonyl/glycerol oxygen atoms. An exception is found for NBD-diC 16 PE, which displays optimal matching with POPC acyl chain length and induces a slight local ordering of phospholipid acyl chains. Compared to previously studied fatty amines, acyl chain-labelled phosphatidylcholines, and sterols bearing the same fluorescent tag, the chromophore in NBD-diC n PE locates in a similar region of the membrane (near the glycerol backbone/carbonyl region) but adopts a different orientation (with the NO 2 group facing the interior of the bilayer). This modification leads to an inverted orientation of the P-N axis in the labelled lipid, which affects the interface properties, such as the membrane electrostatic potential and hydrogen bonding to lipid head group atoms. The implications of this study for the interpretation of the photophysical properties of NBD-diC n PE (complex fluorescence emission kinetics, differences with other NBD lipid probes) are discussed.

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Section: View Article Onlinementioning

confidence: 97%

Section: View Article Onlinementioning

confidence: 99%

Behaviour of NBD-head group labelled phosphatidylethanolamines in POPC bilayers: a molecular dynamics study

Filipe

Santos

Ramalho

et al. 2015

Phys. Chem. Chem. Phys.

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“…Fluorescent probes, NBD derivatives, were synthesized as previously described [10]. They were doped into the uncured monomers at small concentration (10 25 M).…”

Section: Methodsmentioning

confidence: 99%

“…This behaviour has been interpreted by assuming that the intramolecular charge transfer excited state relaxes to a lower energy twisted intramolecular charge transfer state by rotation about the amino group carbon -nitrogen bond [19]. The radiative deactivation constant is not affected, but a decrease in the non-radiative deactivation constant is related to an increase in the viscosity [10]. Fig.…”

Section: Fluorescence Monitoring Of Multifunctional (Meth)acrylates Pmentioning

confidence: 99%

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Following in situ photoinitiated polymerization of multifunctional acrylic monomers by fluorescence and photocalorimetry simultaneously

Peinado

Alonso

Salvador

et al. 2002

Polymer

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The photoinitiated polymerization of multifunctional (meth)acrylic monomers was simultaneously monitored in real time by fluorescence and differential scanning calorimetry. As the curing proceeds, the fluorescence emission changes due to an increase in the viscosity of the microenvironment. A good correlation between fluorescence intensity and degree of conversion was established by using two different fluorescent probes, each having the same fluorophore, dialkylamino derivatives of 7-nitro-2-oxa-1,3-diazol. One of the probes contains an acrylic moiety which can react with the monomers labelling the formed network. The use of the first moment of fluorescence is presented as a suitable methodology to avoid experimental fluctuations. Furthermore, the influence of the length of the spacer between the acrylic groups in the polymerization reaction kinetics and fluorescence changes has been also discussed in terms of reaction diffusion controlled termination kinetics and free volume fraction. It was concluded that the fluorescence method is a powerful tool to study the kinetics of photopolymerization of multifunctional monomers.

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Synthesis of Amphiphilic Random Copolymers and Fluorescence Study of Their Association Behavior in Water

Alonso

Catalina

Salvador

et al. 2001

Macromol. Chem. Phys.

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Drastic changes in the fluorescence properties of NBD probes with the polarity of the medium: involvement of a TICT state?

Cited by 201 publications

References 50 publications

Behaviour of NBD-head group labelled phosphatidylethanolamines in POPC bilayers: a molecular dynamics study

Behaviour of NBD-head group labelled phosphatidylethanolamines in POPC bilayers: a molecular dynamics study

Following in situ photoinitiated polymerization of multifunctional acrylic monomers by fluorescence and photocalorimetry simultaneously

Synthesis of Amphiphilic Random Copolymers and Fluorescence Study of Their Association Behavior in Water

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