New insights into the nature of the Cibacron brilliant red 3B-A – Chitosan interaction

Hoffmann, Stefan; Werner, J.; Moreno‐Villoslada, Ignacio; Goycoolea, Francisco M.

doi:10.1515/pac-2016-0712

“…However, it has been noted that several other similarly charged dyes undergo aggregation and exciton coupling in the presence of macromolecules. 28 Thus, the FBS that is present in our solutions could lead to the formation of H-aggregates of 800CW, explaining the observed exciton coupling behavior. Indocyanine Green.…”

Section: ■ Experimental Sectionmentioning

confidence: 65%

“…Intuitively, the formation of self-aggregates in 800CW seems to be unfavorable due to 800CW's strong negative character (four negatively charged sulfonate groups). However, it has been noted that several other similarly charged dyes undergo aggregation and exciton coupling in the presence of macromolecules, such as polymers, HSA, or BSA (Hoffmann et al, 2016;Liang-Schenkelberg et al, 2017). Thus, the FBS that is present in our solutions could lead to the formation of H-aggregates of 800CW, explaining the observed exciton coupling behavior.…”

Section: Characterization Of Dyesmentioning

confidence: 80%

Challenging a Preconception: Optoacoustic Spectrum Differs from the Optical Absorption Spectrum of Proteins and Dyes for Molecular Imaging

Werner

¹

,

Huang

²

,

Mishra

³

et al. 2020

Self Cite

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Optoacoustic (photoacoustic) imaging has seen marked technological advances in detection and data analysis, but there is less progress in understanding the photophysics of optoacoustic signal generation of commonly used contrast agents, such as dyes and chromoproteins. This gap blocks the precise development of novel agents and the accurate analysis and interpretation of Multispectral Optoacoustic Tomography (MSOT) images. To close it, we developed a multimodal laser spectrometer (MLS) to enable the simultaneous measurement of optoacoustic, absorbance, and fluorescence spectra. MLS provides reproducible, high-quality optoacoustic (non-radiative) spectra by using correction and referencing workflow. Herein, we employ MLS to analyze several common dyes (Methylene Blue, Rhodamine 800, Alexa Fluor 750, IRDye 800CW and Indocyanine green) and proteins (sfGFP, mCherry, mKate, HcRed, iRFP720 and smURFP) and shed light on their internal conversion properties. Our data shows that the optical absorption spectra do not correlate with the optoacoustic spectra for the majority of the analytes. We determine that for dyes, the transition underlying the high energy shoulder, which mostly correlates with an aggregation state of the dyes, has significantly more optoacoustic signal generation efficiency than the monomer transition. Our analyses for proteins point to a favored vibrational relaxation and optoacoustic signal generation that stems from the neutral or zwitterionic chromophores. We were able to crystalize HcRed in its optoacoustic state, confirming the change isomerization respect to its fluorescence state. Such data is highly relevant for the engineering of tailored contrast agents for optoacoustic imaging. Furthermore, discrepancies between absorption and optoacoustic spectra underline the importance of correct spectral information as a prerequisite for the spectral-unmixing schemes that are often required for in vivo imaging. Finally, optoacoustic spectra of some of the most commonly used proteins and dyes in optical imaging, recorded on our MLS, reveal previously unknown photophysical characteristics, such as unobserved photo-switching behavior.

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“…A Cibacron Brilliant Red 3B-A colorimetric assay [ 79 , 80 , 81 ] was used to evaluate the amount of CS reacts forming a complex with TPP and/or HA in the NPs formation. The supernatants (100 μL) were collected by centrifuge and diluted into a mixture containing 200 μL of glycine buffer and 3 mL of a dye solution.…”

Section: Methodsmentioning

confidence: 99%

Hyaluronic Acid-Decorated Chitosan Nanoparticles for CD44-Targeted Delivery of Everolimus

Chiesa

¹

,

Dorati

²

,

Conti

³

et al. 2018

IJMS

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Bronchiolitis obliterans syndrome (BOS), caused by lung allograft-derived mesenchymal cells’ abnormal proliferation and extracellular matrix deposition, is the main cause of lung allograft rejection. In this study, a mild one-step ionotropic gelation method was set up to nanoencapsulate the everolimus, a key molecule in allograft organ rejection prevention, into hyaluronic acid-decorated chitosan-based nanoparticles. Rationale was the selective delivery of everolimus into lung allograft-derived mesenchymal cells; these cells are characterized by the CD44-overexpressing feature, and hyaluronic acid has proven to be a natural selective CD44-targeting moiety. The optimal process conditions were established by a design of experiment approach (full factorial design) aiming at the control of the nanoparticle size (≤200 nm), minimizing the size polydispersity (PDI 0.171 ± 0.04), and at the negative ζ potential maximization (−30.9 mV). The everolimus was successfully loaded into hyaluronic acid-decorated chitosan-based nanoparticles (95.94 ± 13.68 μg/100 mg nanoparticles) and in vitro released in 24 h. The hyaluronic acid decoration on the nanoparticles provided targetability to CD44-overexpressing mesenchymal cells isolated from bronchoalveolar lavage of BOS-affected patients. The mesenchymal cells’ growth tests along with the nanoparticles uptake studies, at 37 °C and 4 °C, respectively, demonstrated a clear improvement of everolimus inhibitory activity when it is encapsulated in hyaluronic acid-decorated chitosan-based nanoparticles, ascribable to their active uptake mechanism.

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“…Intuitively, the formation of self-aggregates in CW800 seems to be unfavorable due to CW800s' strong negative character (four negatively charged sulfonate groups). However, it has been noted that several other similarly charged dyes undergo aggregation and exciton coupling in the presence of macromolecules, such as polymers, HSA, or BSA 44,45 Thus, the FBS that is present in our solutions could lead to the formation of H-aggregates of CW800, explaining the observed exciton coupling behavior.…”

Section: Characterization Of Dyesmentioning

confidence: 85%

Challenging a preconception: Optoacoustic spectrum differs from the absorption spectrum of proteins and dyes for molecular imaging

Werner¹,

Huang²,

Mishra³

et al. 2020

Preprint

View full text Add to dashboard Cite

Optoacoustic (photoacoustic) imaging has seen marked technological advances in detection and data analysis, but there is less progress in understanding the photophysics of optoacoustic signal generation of commonly used contrast agents, such as dyes and chromoproteins. This gap blocks the precise development of novel agents and the accurate analysis and interpretation of Multispectral Optoacoustic Tomography (MSOT) images. To close it, we developed a multimodal laser spectrometer (MLS) to enable the simultaneous measurement of optoacoustic, absorbance, and fluorescence spectra. MLS provides reproducible, high-quality optoacoustic (non-radiative) spectra by using correction and referencing workflow. Herein, we employ MLS to analyze several common dyes (Methylene Blue, Rhodamine 800, Alexa Fluor 750, IRDye 800CW and Indocyanine green) and proteins (sfGFP, mCherry, mKate, HcRed, iRFP720 and smURFP) and shed light on their internal conversion properties. Our data shows that the optical absorption spectra do not correlate with the optoacoustic spectra for the majority of the analytes. We determine that for dyes, the transition underlying the high energy shoulder, which mostly correlates with an aggregation state of the dyes, has significantly more optoacoustic signal generation efficiency than the monomer transition. Our analyses for proteins point to a favored vibrational relaxation and optoacoustic signal generation that stems from the neutral or zwitterionic chromophores. We were able to crystalize HcRed in its optoacoustic state, confirming the change isomerization respect to its fluorescence state. Such data is highly relevant for the engineering of tailored contrast agents for optoacoustic imaging. Furthermore, discrepancies between absorption and optoacoustic spectra underline the importance of correct spectral information as a prerequisite for the spectral-unmixing schemes that are often required for in vivo imaging. Finally, optoacoustic spectra of some of the most commonly used proteins and dyes in optical imaging, recorded on our MLS, reveal previously unknown photophysical characteristics, such as unobserved photo-switching behavior.We introduce herein a multi-modal laser spectrometer (MLS) that allows us to measure optoacoustic spectra with high precision and spectral resolution, concomitantly with absorption, and fluorescence spectra. Key characteristics of this system are i) illumination with pulsed lasers, similar to OA imaging; ii) homogenization of fluence for all measured wavelengths; iii) in-line reference and correction to overcome laser instabilities; iv) simultaneous detection of fluorescence excited by the laser pulse, and v) simultaneous absorbance measurement. In contrast to other devices for recording OA spectra, which required samples with high concentrations and/or large volumes (Laufer et al., 2013;Schneider and Coufal, 1982;Teng and Royce, 1980), our MLS requires only 200 µL of minimum 0.2 optical density (OD) concentration for high-quality, reproducible spectra (R2 > 0.95). This high sp...

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New insights into the nature of the Cibacron brilliant red 3B-A – Chitosan interaction

Cited by 7 publications

References 42 publications

Challenging a Preconception: Optoacoustic Spectrum Differs from the Optical Absorption Spectrum of Proteins and Dyes for Molecular Imaging

Challenging a Preconception: Optoacoustic Spectrum Differs from the Optical Absorption Spectrum of Proteins and Dyes for Molecular Imaging

Hyaluronic Acid-Decorated Chitosan Nanoparticles for CD44-Targeted Delivery of Everolimus

Challenging a preconception: Optoacoustic spectrum differs from the absorption spectrum of proteins and dyes for molecular imaging

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