Revoking excited state intra-molecular hydrogen transfer by size dependent tailor-made hierarchically ordered nanocapsules

Mouslmani, Mai; Patra, Digambara

doi:10.1039/c3ra45095c

Cited by 16 publications

(9 citation statements)

References 35 publications

(73 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…More interestingly, upon excitation at 338 nm, the emission spectrum of aqueous CC displays a different pattern, which, after deconvolution, reveals two peaks with maximum emission at ∼475 nm and ∼537 nm, assigned to the diketo and enol tautomers, respectively. This assignment is supported by the studies of Mouslmani et al . who observed this second peak of curcumin at ∼456 nm when encapsulated into polyallylamine nanocapsules, and upon excitation at 355 nm.…”

Section: Resultssupporting

confidence: 68%

See 1 more Smart Citation

Triggering Tautomerization of Curcumin by Confinement into Liposomes

et al. 2019

View full text Add to dashboard Cite

Although solvent polarity, pH and temperature have been reported to affect the keto-enol equilibrium of curcumin, the synergistic effect of concentration and confinement is demonstrated for the first time herein. To this end, curcumin was encapsulated into vesicles of soy lecithin of about 100 nm in diameter. The keto form is favoured in the dilute regime (up to 2 μM). Above this concentration, tautomerization is shifted towards the enol form, as shown by fluorescence and compression isotherm studies. Moreover, molecular modeling and free-energy profiles, together with simulation of the optical properties of the curcumin isomers, allowed us to dissect the interaction of the keto and enol forms with a model membrane and confirm the concentration-triggered tautomerization of curcumin under confinement.

show abstract

Section: Resultssupporting

confidence: 68%

“…showed that, with increased temperature and upon excitation at 355 nm, CC exhibits an additional emission peak, blue‐shifted by 73 nm. Both reports ascribed those emissions to a radiative deactivation without undergoing ESHT, namely to the diketo form …”

Section: Resultsmentioning

confidence: 99%

Triggering Tautomerization of Curcumin by Confinement into Liposomes

et al. 2019

View full text Add to dashboard Cite

show abstract

“…This finding motivated us to understand the mechanism of interaction between ASL and curcumin through photophysical analysis. The photophysical properties of curcumin are extensively studied in different solvents and systems like micelles [ 24 – 27 ], polymeric nanoparticles [ 28 ], cyclodextrin [ 29 – 31 ], bovine serum albumin [ 32 , 33 ], liposomes [ 34 ], microcapsules [ 35 ], nanocapsules [ 36 ] and polymeric systems [ 37 ]. It is well known that the photophysical properties of this chromophore are linked with the solvent environment and proton donating ability [ 38 ].…”

Section: Introductionmentioning

confidence: 99%

Photophysical studies on curcumin-sophorolipid nanostructures: applications in quorum quenching and imaging

Vasudevan

Prabhune

2018

R. Soc. open sci.

View full text Add to dashboard Cite

Sophorolipid biosurfactants are biodegradable, less toxic and FDA approved. The purified acidic form of sophorolipid is stimuli-responsive with self-assembling properties and used for solubilizing hydrophobic drugs. This study encapsulated curcumin (CU) with acidic sophorolipid (ASL) micelles and analysed using photophysical studies like UV-visible spectroscopy, photoluminescence (PL) spectroscopy and time-correlated single photon counting (TCSPC). TEM images have revealed ellipsoid micelles of approximately 100 nm size and were confirmed by dynamic light scattering. The bacterial fluorescence uptake studies showed the uptake of formed CUASL nanostructures into both Gram-positive and Gram-negative bacteria. They also showed quorum quenching activity against Pseudomonas aeruginosa. The results have demonstrated this system has potential theranostic applications.

show abstract

“…Although otherwise stated in literature [55] , this is not true for CUR due to its highly symmetric structure.…”

Section: Resultsmentioning

confidence: 97%

Ultra-High to Ultra-Low Drug Loaded Micelles: Probing Host-Guest Interactions by Fluorescence Spectroscopy

Lübtow¹,

Marciniak²,

Schmiedel³

et al. 2019

Preprint

View full text Add to dashboard Cite

Polymer micelles are an attractive means to solubilize water insoluble compounds such as drugs. Drug loading, formulations stability and control over drug release are crucial factors for drug loaded polymer micelles. The interactions between the polymeric host and the guest molecules are considered critical to control these factors but typically barely understood. Here, we compare two isomeric polymer micelles, one of which enables ultra-high curcumin loading exceeding 50 wt.%, while the other only allows a drug loading of only 25 wt.%. In the low capacity micelles, steady-state fluorescence revealed a very unusual feature of curcumin fluorescence, a high energy emission at 510 nm. Time-resolved fluorescence upconversion showed that the fluorescence life time of the corresponding species is too short in the high-capacity micelles, preventing an observable emission in steady-state. Therefore, contrary to common perception, stronger interactions between host and guest can be detrimental to the drug loading in polymer micelles.

show abstract

Revoking excited state intra-molecular hydrogen transfer by size dependent tailor-made hierarchically ordered nanocapsules

Cited by 16 publications

References 35 publications

Triggering Tautomerization of Curcumin by Confinement into Liposomes

Triggering Tautomerization of Curcumin by Confinement into Liposomes

Photophysical studies on curcumin-sophorolipid nanostructures: applications in quorum quenching and imaging

Ultra-High to Ultra-Low Drug Loaded Micelles: Probing Host-Guest Interactions by Fluorescence Spectroscopy

Contact Info

Product

Resources

About