Study on photofading of two natural dyes sodium copper chlorophyllin and gardenia yellow on cotton

Zhao, Zhong; Zhang, Mingwen; Hurren, Christopher; Zhou, Liming; Wu, Jihong; Sun, Lu

doi:10.1007/s10570-020-03351-y

Cited by 19 publications

(6 citation statements)

References 57 publications

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“…According to the absorption spectra given in Figures a and S7, the main absorption of Ce4 peaking at about 400 nm was substantially decreased upon irradiation, indicating that an obvious decomposition of Ce4 occurred, which was accompanied by the generation of a new substance upon exhausted irradiation as indicated by HPLC results shown in Figure b. Further, MS analysis indicated that the newly formed substance had a molecular ion peak at m / z = 333.20 ([M + H] + ), and in combination with literature studies, it can be identified as Ce4-F as given in Figure c. − Therefore, it could be concluded that the conjugated structure of Ce4 was partly broken into tiny fragments along with the afterglow luminescence. As the afterglow could remarkably be retained, e.g.…”

Section: Resultsmentioning

confidence: 54%

Near-Infrared Afterglow Luminescence of Chlorin Nanoparticles for Ultrasensitive In Vivo Imaging

Chen

Zhang

et al. 2022

J. Am. Chem. Soc.

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Afterglow imaging holds great potential for ultrasensitive biomedical imaging. As it detects photons after the cessation of real-time light excitation, autofluorescence can therefore be effectively eliminated. However, afterglow imaging is still in its infant stage due to the lack of afterglow agents with satisfactory lifetime, biocompatibility, and high luminescence brightness, particularly afterglow in the near-infrared region for in vivo applications. To address these issues, this study for the first time reports chlorin nanoparticles (Ch-NPs) emitting afterglow luminescence peaking at 680 nm with a half-life of up to 1.5 h, which is almost 1 order of magnitude longer than those of other reported organic afterglow probes. In-depth experimental and theoretical studies revealed that the brightness of the afterglow luminescence is strongly correlated with the singlet oxygen ( 1 O 2 ) capacity and the oxidizability of the chlorins. Benefitting from the ultralong half-life and the minimized imaging background, small metastatic tumor foci of 3 mm 3 were successfully resected under the guidance of the afterglow luminescence generated upon a single shot of activation prior to the injection, which was impossible for conventional nearinfrared fluorescence imaging due to tissue autofluorescence.

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Section: Resultsmentioning

confidence: 54%

Near-Infrared Afterglow Luminescence of Chlorin Nanoparticles for Ultrasensitive In Vivo Imaging

Chen

Zhang

et al. 2022

J. Am. Chem. Soc.

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“…The copper ion may be first dechelated from the porphyrin rings in ChPh. Then, the methine bridges between the pyrrole rings undergo a cycloaddition reaction with singlet oxygen ( 1 O 2 ) generated from the photosensitizing activity of the porphyrin . This leads to the ring-opening of the porphyrin macrocycle, resulting in an oxidized derivative of chlorin e6.…”

Section: Resultsmentioning

confidence: 99%

“…Then, the methine bridges between the pyrrole rings undergo a cycloaddition reaction with singlet oxygen ( 1 O 2 ) generated from the photosensitizing activity of the porphyrin. 33 This leads to the ring-opening of the porphyrin macrocycle, resulting in an oxidized derivative of chlorin e6. These structures may further degrade into smaller oxidized pyrrole species.…”

Section: Degradation Of P(mpeg-chph)mentioning

confidence: 99%

Chlorophyllin-Containing Copolymers and Their Responsive Properties

Liu,

Beaudoin,

Zhang

et al. 2023

ACS Appl. Bio Mater.

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Copper-chlorophyllin is a water-soluble derivative of chlorophylls and shows low cytotoxicity and antimutagenic properties in cultured cells. It has multiple applications, including its use as a photosensitizer in photothermal therapy because of its green light-activated photothermal performance. In this work, it was copolymerized with a poly(ethylene glycol) methacrylic monomer to yield random copolymers by free radical polymerization, which showed dual temperature-and pH-dependent phase transitions in aqueous solutions. The cloud points of the copolymer solutions were raised by lowering the pH of the aqueous solutions due to the protonation of the carboxylic groups on the chlorophyllin moieties, which decreased the overall hydrophilicity of the polymers. At low pH values, complete protonation of the carboxylic acid groups of the chlorophyllin moieties led to an irreversible aggregation of the copolymers in water. The incorporation of chlorophyllin in the copolymer improved its stability over its single molecular form.

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“…Pigmentation likely occurs due to photosensitive reactions of free radicals and oxidative discoloration. A previous study [46] proposed a mechanism for photo-fading. Due to the presence of oxygen, the redox reactions of three free radicals, aliphatic side chain breaks, hydroxyl radicals (OH − ), and superoxide anions (O 2 − ) lead to the discoloration of aqueous solutions of MRPs.…”

Section: Light Stabilitymentioning

confidence: 99%

Preparation, Multispectroscopic Characterization, and Stability Analysis of Monascus Red Pigments—Whey Protein Isolate Complex

Lai

Wang

Liao

et al. 2023

Foods

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Monascus red pigments (MRPs) are mainly used as natural food colorants; however, their application is limited due to their poor stability. To expand their areas of application, we investigated the binding constants and capacity of MRPs to whey protein isolate (WPI) and whey protein hydrolysate (WPH) and calculated the surface hydrophobicities of WPI and WPH. MRPs were combined with WPI and WPH at a hydrolysis degree (DH) of 0.5% to form the complexes (DH = 0.0%) and (DH = 0.5%), respectively. Subsequently, the structural characteristics of complex (DH = 0.5%) and WPI were characterized and the color retention rates of both complexes and MRPs were investigated under different pretreatment conditions. The results showed that the maximum binding constant of WPI with MRPs was 0.670 ± 0.06 U−1 and the maximum binding capacity was 180 U/g. Furthermore, the thermal degradation of complex (DH = 0.0%), complex (DH = 0.5%), and MRPs in a water bath at 50–100 °C followed a first-order kinetic model. Thus, the interaction of WPI with MRPs could alter the protein conformation of WPI and effectively protect the stability of MRPs.

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Study on photofading of two natural dyes sodium copper chlorophyllin and gardenia yellow on cotton

Cited by 19 publications

References 57 publications

Near-Infrared Afterglow Luminescence of Chlorin Nanoparticles for Ultrasensitive In Vivo Imaging

Near-Infrared Afterglow Luminescence of Chlorin Nanoparticles for Ultrasensitive In Vivo Imaging

Chlorophyllin-Containing Copolymers and Their Responsive Properties

Preparation, Multispectroscopic Characterization, and Stability Analysis of Monascus Red Pigments—Whey Protein Isolate Complex

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