Size | Price | Stock | Qty |
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100mg |
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250mg |
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Other Sizes |
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ln Vitro |
Lutein (100 or 200 μM) decreases A2E photooxidation and stops A2-PE photooxidation, which is a bis-retinoic acid molecule and the direct precursor of the lipofuscin fluorophore A2E [2].
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ln Vivo |
Through the anti-inflammatory and antioxidant activities of ICAM-1/Nrf-2, lutein (40–160 mg/kg; in diet for 5 weeks) protects severe traumatic brain injury in rats [3]. In addition to its antioxidant and neuroprotective properties, lutein (0.1–10 mg/kg; orally; once or daily for 7 and 21 days) inhibits the depressive-like behavior that corticosterone induces in mice [4].
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Animal Protocol |
Animal/Disease Models: SD (SD (Sprague-Dawley)) rat, severe traumatic brain injury (STBI) model [3]
Doses: 40, 80 and 160 mg/kg Route of Administration: Diet for 5 weeks Experimental Results: Inhibition of interleukin (IL)-1β, IL-6 and monocyte chemoattractant protein-1 expression, diminished serum ROS levels, and diminished superoxide dismutase and glutathione peroxidase activities. Effectively downregulates the expression of NF-κB p65, cyclooxygenase-2, and intercellular adhesion molecule (ICAM)-1 protein, and upregulates nuclear factor erythroid 2-like 2 (Nrf-2) and endothelin-1 protein levels. Animal/Disease Models: Male Swiss mouse, chronic corticosterone depression model [4] Doses: 0.1, 1 and 10 mg/kg Route of Administration: Oral administration, once or daily for 7 and 21 days Experimental Results: 10 mg/ Immobility time diminished at kg doses. Counteracts the behavioral changes demonstrated by corticosterone, exhibiting antidepressant-like effects. Exhibits antioxidant effects in mouse hippocampus, prefrontal cortex, and plasma, and exhibits the ability to |
References | |
Additional Infomation |
Lutein is a carotenol. It has a role as a food colouring and a plant metabolite. It derives from a hydride of a (6'R)-beta,epsilon-carotene.
Lutein is an xanthophyll and one of 600 known naturally occurring carotenoids. Lutein is synthesized only by plants and like other xanthophylls is found in high quantities in green leafy vegetables such as spinach, kale and yellow carrots. In green plants, xanthophylls act to modulate light energy and serve as non-photochemical quenching agents to deal with triplet chlorophyll (an excited form of chlorophyll), which is overproduced at very high light levels, during photosynthesis. Lutein has been reported in Erythrophleum fordii, Nephrolepis cordifolia, and other organisms with data available. Lutein is lutein (LOO-teen) is a oxygenated carotenoid found in vegetables and fruits. lutein is found in the macula of the eye, where it is believed to act as a yellow filter. Lutein acts as an antioxidant, protecting cells against the damaging effects of free radicals. A xanthophyll found in the major LIGHT-HARVESTING PROTEIN COMPLEXES of plants. Dietary lutein accumulates in the MACULA LUTEA. See also: Calendula Officinalis Flower (part of); Corn (part of); Chicken; lutein (component of) ... View More ... Drug Indication Xanthophylls are taken for nutritional supplementation, and also for treating dietary shortage or imbalance. Mechanism of Action Xanthophylls have antioxidant activity and react with active oxygen species, producing biologically active degradation products. They also can inhibit peroxidation of membrane phospholipids and reduce lipofuscin formation, both of which contribute to their antioxidant properties. Lutein is naturally present in the macula of the human retina. It filters out potentially phototoxic blue light and near-ultraviolet radiation from the macula. The protective effect is due in part, to the reactive oxygen species quenching ability of these carotenoids. Lutein is more stable to decomposition by pro-oxidants than are other carotenoids such as beta-carotene and lycopene. Lutein is abundant in the region surrounding the fovea, and lutein is the predominant pigment at the outermost periphery of the macula. Zeaxanthin, which is fully conjugated (lutein is not), may offer somewhat better protection than lutein against phototoxic damage caused by blue and near-ultraviolet light radiation. Lutein is one of only two carotenoids that have been identified in the human lens, may be protective against age-related increases in lens density and cataract formation. Again, the possible protection afforded by lutein may be accounted for, in part, by its reactive oxygen species scavenging abilities. Carotenoids also provide protection from cancer. One of the mechanisms of this is by increasing the expression of the protein connexin-43, thereby stimulating gap junctional communication and preventing unrestrained cell proliferation. Pharmacodynamics Lutein was found to be present in a concentrated area of the macula, a small area of the retina responsible for central vision. The hypothesis for the natural concentration is that lutein helps protect from oxidative stress and high-energy light. Several studies show that an increase in macula pigmentation decreases the risk for eye diseases such as Age-related Macular Degeneration (AMD). |
Molecular Formula |
C40H56O2
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Molecular Weight |
568.886
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Exact Mass |
568.428
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CAS # |
127-40-2
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PubChem CID |
5281243
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Appearance |
Orange to red solid powder
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Density |
1.0±0.1 g/cm3
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Boiling Point |
702.3±60.0 °C at 760 mmHg
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Melting Point |
183℃
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Flash Point |
269.1±27.5 °C
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Vapour Pressure |
0.0±5.0 mmHg at 25°C
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Index of Refraction |
1.583
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LogP |
11.78
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Hydrogen Bond Donor Count |
2
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Hydrogen Bond Acceptor Count |
2
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Rotatable Bond Count |
10
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Heavy Atom Count |
42
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Complexity |
1270
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Defined Atom Stereocenter Count |
3
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SMILES |
CC1=C(C(C[C@@H](C1)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@H]2C(=C[C@@H](CC2(C)C)O)C)/C)/C
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InChi Key |
KBPHJBAIARWVSC-RGZFRNHPSA-N
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InChi Code |
InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-25,35-37,41-42H,26-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36+,37-/m0/s1
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Chemical Name |
(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-ol
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Synonyms |
Xanthophyll; Lutein
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HS Tariff Code |
2934.99.9001
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Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture. |
Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Solubility (In Vitro) |
DMSO : ~50 mg/mL (~87.89 mM)
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Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400  (Please use freshly prepared in vivo formulations for optimal results.) |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 1.7578 mL | 8.7890 mL | 17.5781 mL | |
5 mM | 0.3516 mL | 1.7578 mL | 3.5156 mL | |
10 mM | 0.1758 mL | 0.8789 mL | 1.7578 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
The effects of 2 types of lutein supplements on macular pigment and visual functions
CTID: UMIN000004593
PhaseNot applicable   Status: Complete: follow-up complete
Date: 2010-11-22