Investigation of the Self-Organization of Lutein and Lutein Diacetate by Electronic Absorption, Circular Dichroism Spectroscopy, and Atomic Force Microscopy

Zsila, Ferenc; Bikádi, Zsolt; Keresztes, Zsófia; Deli, József; Simonyi, Miklós

doi:10.1021/jp011626u

Cited by 73 publications

(112 citation statements)

References 63 publications

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“…The absorption spectrum of carotenoids is known to be affected by the interaction of carotenoid molecules with a solvent and by the interaction among the carotenoid molecules themselves [16,[29][30][31][32][33][34][35][36][37][38][39][40][41]. In the present study, the λ max values of carotenoids in the NoPL micelles showed a bathochromic shift compared to those in organic solvents.…”

Section: Discussionsupporting

confidence: 43%

Glyceroglycolipids Affect Uptake of Carotenoids Solubilized in Mixed Micelles by Human Intestinal Caco‐2 Cells

Kotake-Nara

Yonekura

Nagao

2015

Lipids

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We previously reported that phospholipids markedly affected the uptake of carotenoids solubilized in mixed micelles by human intestinal Caco‐2 cells. In the present study, we found that two classes of dietary glyceroglycolipids and the corresponding lysoglyceroglycolipids affected uptake of β‐carotene and lutein by differentiated Caco‐2 cells. The levels of carotenoid uptake from micelles containing digalactosyldiacylglycerol or sulfoquinovosyldiacylglycerol were significantly lower than that from control micelles. On the other hand, the uptakes from micelles containing digalactosylmonoacylglycerol or sulfoquinovosylmonoacylglycerol were significantly higher than that from control micelles. In dispersed cells and Caco‐2 cells with poor cell‐to‐cell adhesion, however, the levels of uptake from micelles containing these lyso‐lipids were much lower than that from control micelles. The uptake levels from control micelles were markedly decreased depending on the development of cell‐to‐cell/cell–matrix adhesion in Caco‐2 cells, but the uptake levels from the micelles containing these lyso‐lipids were not substantially changed, suggesting that the intercellular barrier formed by cell‐to‐cell/cell–matrix adhesion inhibited the uptake from control micelles, but not from the lyso‐lipid‐containing micelles. The lyso‐lipids appeared to enhance carotenoid uptake by decreasing the intercellular barrier integrity. The results showed that some types of glyceroglycolipids have the potential to modify the intestinal uptake of carotenoids.

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Section: Discussionsupporting

confidence: 43%

Glyceroglycolipids Affect Uptake of Carotenoids Solubilized in Mixed Micelles by Human Intestinal Caco‐2 Cells

Kotake-Nara

Yonekura

Nagao

2015

Lipids

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“…2). The large blue shift and the very strong hypochromism of the main absorption peak indicate card-pack type arrangement of the majority of the molecules, while the weak long-wavelength tail is characteristic to the presence of J-type assemblies [16]. In the absence of external chiral influence, these molecular associates show zero-line CD spectrum.…”

Section: Results and Discussion ± CD And Uv/vis Absorption Spectral mentioning

confidence: 98%

Analysis of Binding Interaction between the Natural Apocarotenoid Bixin and Human Serum Albumin by Circular Dichroism and Fluorescence Spectroscopy

Zsila¹,

Molnár

Deli

2005

C&B

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Bixin is an important, pharmacologically active dietary cis-carotenoid, but its interaction with potential macromolecular targets is completely unexplored. This work was aimed to study the binding of bixin to human serum albumin (HSA), the most abundant protein in blood plasma. Circular dichroism (CD) spectroscopy in combination with UV/VIS absorption spectroscopy and fluorescence quenching techniques were applied. Appearance of induced CD bands in the UV- and VIS-absorption spectral regions indicated the formation of non-covalent carotenoid-albumin complexes. Shape and spectral position of the extrinsic Cotton effects suggested the binding of a single bixin molecule to HSA in chiral conformation. Scatchard and non-linear regression analyses of CD titration data resulted in similar values for the association constant (Ka = 6.6 and 4.6x10(5) M(-1), resp.) and for the number of binding sites (n = 1). The binding interaction was independently confirmed by fluorescence-quenching experiment from which the binding parameters were also calculated. CD Displacement measurements performed with marker ligands established that the main drug binding sites of HSA are not involved in binding of bixin. Palmitic acid decreased the amplitude of the induced CD bands suggesting a common albumin binding site for bixin and long-chain fatty acids. The above data indicate that HSA plays a significant role in the plasma transportation of bixin and related dietary carboxylic acid carotenoids.

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“…One hundred and fifty microlitres of acetone was added to 15l of plasma and centrifuged for 10min at 1500g. Absorbance of supernatant was measured at 449nm, corresponding to the maximum absorbance of lutein in acetone (Zsila et al, 2001). Calibration curves were prepared using lutein (Sigma X 6250) as a standard.…”

Section: Immune Assaysmentioning

confidence: 99%

Carotenoid intake does not affect immune-stimulated oxidative burst in greenfinches

Sild

Sepp

Männiste

et al. 2011

Journal of Experimental Biology

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SUMMARYCarotenoid-based integument colouration is extremely widespread in the animal kingdom. It has been hypothesized that carotenoid colouration is used for communicating the health status of the bearers because carotenoids are efficient immunomodulators or antioxidants. However, the latter argument has been recently debated and the mechanisms by which carotenoids modulate immunity or oxidative balance are poorly known. We performed an experiment on wild-caught captive greenfinches, passerine birds with carotenoid-based plumage colouration, in order to test whether dietary carotenoid supplementation affects immune-stimulated oxidative burst of phagocytes in the whole blood and humoral immune response to a novel antigen, Brucella abortus (BA). Additionally, we tested whether immune stimulation with bacterial lipopolysaccharide (LPS) affects blood carotenoid levels. We thus tested the effects of carotenoids on the oxidative burst of phagocytes under neutral conditions and during in vivo immune challenge. LPS injection depleted plasma carotenoids, indicating involvement of these phytochemicals in the immune response. However, we did not find any evidence that manipulation of carotenoid intake had modulated anti-BA antibody production, LPS-stimulated oxidative burst of phagocytes, or basal levels of circulating reactive oxygen species. This indicates that carotenoid intake does not affect endogenous production of reactive oxygen species by immune cells. This finding is consistent with the view that carotenoids are unlikely to provide a direct link between oxidative stress and colouration. However, it remains to be tested whether the oxidative burst of phagocytes induced in our experiment actually inflicts oxidative damage and whether carotenoids play a role in the attenuation of such potential damages. Supplementary material available online at

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Investigation of the Self-Organization of Lutein and Lutein Diacetate by Electronic Absorption, Circular Dichroism Spectroscopy, and Atomic Force Microscopy

Cited by 73 publications

References 63 publications

Glyceroglycolipids Affect Uptake of Carotenoids Solubilized in Mixed Micelles by Human Intestinal Caco‐2 Cells

Glyceroglycolipids Affect Uptake of Carotenoids Solubilized in Mixed Micelles by Human Intestinal Caco‐2 Cells

Analysis of Binding Interaction between the Natural Apocarotenoid Bixin and Human Serum Albumin by Circular Dichroism and Fluorescence Spectroscopy

Carotenoid intake does not affect immune-stimulated oxidative burst in greenfinches

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