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Zeaxanthin (Synonyms: Anchovyxanthin, Xanthophyll 3, Zeaxanthol)

Catalog No.GC45179 Copy One-Click Copy Product Info

Zeaxanthin is a carotenoid pigment with multiple biological activities found in a variety of fruits and vegetables that can help treat or prevent age-related macular degeneration, glaucoma, and cataracts.

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Zeaxanthin Chemical Structure

Cas No.: 144-68-3

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1mg
$68.00
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5mg
$135.00
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10mg
$225.00
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50mg
$441.00
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100mg
$756.00
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Sample solution is provided at 25 µL, 10mM.



Description of Zeaxanthin

Zeaxanthin is a carotenoid pigment with multiple biological activities found in a variety of fruits and vegetables that can help treat or prevent age-related macular degeneration, glaucoma, and cataracts[1]. Zeaxanthin is found in the macula of the eye, which mainly contains (3R,3'R)-Zeaxanthin and meso-Zeaxanthin forms[2]. Zeaxanthin also has antioxidant, antiparasitic, anthelmintic and anti-osteoporotic effects[3].

In vitro, treatment of ARPE-19 cells accumulating A2E (a lipofuscin fluorophore and photosensitizer) with Zeaxanthin (10μM) for 72h significantly attenuated photooxidation-induced proteasome inactivation, reduced the accumulation of intracellular ubiquitin conjugates, and reversed the changes in inflammatory-related gene expression caused by photooxidation[4]. Pretreatment of retinal ganglion cells (RGC-5) with Zeaxanthin (1μM) for 1h significantly inhibited H2O2-induced cell viability decrease and nuclear condensation, and reduced ROS generation caused by serum deprivation[5]. Zeaxanthin (5µg/mL) treatment of human corneal limbal and conjunctival epithelial cells protected the cells from UVB-induced cell death and reduced the secretion of proinflammatory cytokines IL-6, MCP-1, and IL-8[6].

In vivo, Zeaxanthin (8, 24mg/kg) was administered to SD rats by gavage for 4 weeks, which increased the levels of glutathione (GSH) in the liver, heart, and serum of rats, reduced the levels of lipid and protein peroxidation marker 4-HNE, and reduced the levels of carbonyl proteins in serum[7]. Zeaxanthin (25mg/kg) fed to non-alcoholic steatohepatitis (NASH) model mice for 6 weeks significantly reduced oxidative stress in the liver and prevented NASH-related inflammation and fibrosis[8].

References:
[1] Johra F T, Bepari A K, Bristy A T, et al. A mechanistic review of β-carotene, lutein, and zeaxanthin in eye health and disease[J]. Antioxidants, 2020, 9(11): 1046.
[2] Sajilata M G, Singhal R S, Kamat M Y. The carotenoid pigment zeaxanthin—a review[J]. Comprehensive reviews in food science and food safety, 2008, 7(1): 29-49.
[3] Bouyahya A, El Omari N, Hakkur M, et al. Sources, health benefits, and biological properties of zeaxanthin[J]. Trends in Food Science & Technology, 2021, 118: 519-538.
[4] Bian Q, Gao S, Zhou J, et al. Lutein and zeaxanthin supplementation reduces photooxidative damage and modulates the expression of inflammation-related genes in retinal pigment epithelial cells[J]. Free Radical Biology and Medicine, 2012, 53(6): 1298-1307.
[5] Nakajima Y, Shimazawa M, Otsubo K, et al. Zeaxanthin, a retinal carotenoid, protects retinal cells against oxidative stress[J]. Current Eye Research, 2009, 34(4): 311-318.
[6] Huang Y, Shi C, Li J. The protective effect of zeaxanthin on human limbal and conjunctival epithelial cells against UV-induced cell death and oxidative stress[J]. International Journal of Ophthalmology, 2019, 12(3): 369.
[7] Zou X, Gao J, Zheng Y, et al. Zeaxanthin induces Nrf2-mediated phase II enzymes in protection of cell death[J]. Cell death & disease, 2014, 5(5): e1218-e1218.
[8] Chamberlain S M, Hall J D, Patel J, et al. Protective effects of the carotenoid zeaxanthin in experimental nonalcoholic steatohepatitis[J]. Digestive diseases and sciences, 2009, 54: 1460-1464.

Protocol of Zeaxanthin

Cell experiment [1]:

Cell lines

ARPE-19 cells

Preparation Method

Confluent cultured ARPE-19 cells were loaded with A2E alone or loaded with A2E (a lipofuscin fluorophore and photosensitizer) and then supplemented with 10μM lutein or Zeaxanthin for 72h. The cells were then exposed to blue light for 10min and harvested. The chymotrypsin-like activity of the proteasome in the cells was determined using a fluorogenic peptide as a substrate and levels of ubiquitin conjugates were determined by Western blotting analysis using levels of β-actin as a loading control.

Reaction Conditions

10μM; 72h

Applications

Incubation of A2E-containing retinal pigment epithelial cells (RPE) with lutein or Zeaxanthin before blue light irradiation significantly attenuated photooxidation-induced proteasome inactivation and also reduced the accumulation of intracellular ubiquitin conjugates.

Animal experiment [2]:

Animal models

SD rats

Preparation Method

Four-week-old male SD rats were randomly divided into three groups (n=8 in each group): rats fed a normal diet (control); rats fed a normal diet with daily oral gavage of a low dose of Zeaxanthin (8mg/kg/day); and rats fed a normal diet with daily oral gavage of a high dose of Zeaxanthin (24mg/kg/day). After 4 weeks of feeding, the rats were killed, and their serum and tissues including liver and heart were isolated for analysis.

Dosage form

8、24mg/kg/day for 4 weeks; p.o.

Applications

After supplementation with Zeaxanthin, the levels of GSH in the rat liver, heart, and serum increased, and the levels of 4-HNE decreased. The levels of carbonyl proteins in the serum also decreased.

References:
[1]Bian Q, Gao S, Zhou J, et al. Lutein and zeaxanthin supplementation reduces photooxidative damage and modulates the expression of inflammation-related genes in retinal pigment epithelial cells[J]. Free Radical Biology and Medicine, 2012, 53(6): 1298-1307.
[2]Zou X, Gao J, Zheng Y, et al. Zeaxanthin induces Nrf2-mediated phase II enzymes in protection of cell death[J]. Cell death & disease, 2014, 5(5): e1218-e1218.

Chemical Properties of Zeaxanthin

Cas No. 144-68-3 SDF
Synonyms Anchovyxanthin, Xanthophyll 3, Zeaxanthol
Canonical SMILES O[C@H]1CC(C)(C)C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C[C@@H](O)CC2(C)C)=C(C)C1
Formula C40H56O2 M.Wt 568.9
Solubility THF : ≥ 10 mg/mL (17.58 mM); DMSO : < 1 mg/mL (insoluble or slightly soluble) Storage -20°C, protect from light,unstable in solution, ready to use.
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Zeaxanthin

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 1.7578 mL 8.7889 mL 17.5778 mL
5 mM 351.6 μL 1.7578 mL 3.5156 mL
10 mM 175.8 μL 878.9 μL 1.7578 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 9 reference(s) in Google Scholar.)

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