Lutein

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Lutein
Category Bioactive by-products
Catalog number BBF-05800
CAS 127-40-2
Molecular Weight 568.87
Molecular Formula C40H56O2
Purity 95%

Ordering Information

Catalog Number Size Price Stock Quantity
BBF-05800 25 mg $199 In stock
BBF-05800 100 mg $419 In stock

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Description

Lutein is a xanthophyll isolated from the herbs of Tagetes erecta. It is isomeric with zeaxanthin thus has similar properties as zeaxanthin. Lutein exhibits antioxidant, antimutagenic and anti-tumor effects, and has the potential to treat macular degeneration. Lutein can be used in food additive. Lutein has antioxidant activity, which can protect skin cells well, make skin cells resist oxidation from the very beginning, stay away from the harm of free radicals, play a strong role in whitening, freckling, wrinkling, moisturizing, increasing skin elasticity, improve skin luster and smoothness, and delay skin aging.

Specification

Synonyms all-trans-Lutein; Xanthophyll, all-trans-(+)-; 3,3'-Dihydroxy-α-carotene; Xantofyl; (3R,3'R,6'R)-β,ε-Carotene-3,3'-diol; (3R,3'R,6'R)-Lutein; (all-E)-Lutein; 6'-Hydro-4',5'-dehydro-β-carotene-3,3'-diol; Bo-Xan; FloraGLO Lutein; Lutein A; Luteine; Vegetable Lutein; all-trans-(+)-Xanthophyll
Storage - 40°C under inert atmosphere for long-term storage, protected from light, keep package airproof when not in use.
IUPAC 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
Canonical SMILES CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2C(=CC(CC2(C)C)O)C)C)C
InChI 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
InChI Key KBPHJBAIARWVSC-RGZFRNHPSA-N

Properties

Appearance Red Powder
Application Ingredient of health care products.
Antibiotic Activity Spectrum Neoplastics (Tumor)
Boiling Point 702.3±60.0°C at 760 mmHg
Melting Point 160-175°C
Flash Point 269.1°C
Density 1.004g/cm3
Solubility Soluble in Chloroform (Slightly), Dichloromethane (Slightly), Methanol (Slightly, Heated, Slightly)
LogP 10.40330

Reference Reading

1.Changes in functional properties and in vitro bioaccessibilities of β-carotene and lutein after extrusion processing.
Ortak M;Caltinoglu C;Sensoy I;Karakaya S;Mert B J Food Sci Technol. 2017 Oct;54(11):3543-3551. doi: 10.1007/s13197-017-2812-4. Epub 2017 Sep 4.
In this research, carrot pulp was added to traditional snack made from corn-grit. As the biological activity of carotenoids in the body depends on their bioaccessibility, change in carotenoid bioaccessibility during extrusion processing was investigated. In addition, phenolic content, antioxidant activity, β-carotene and lutein contents were investigated before and after the extrusion process. Two different temperature profiles were used for extrusion process. In-vitro bioaccessibilities of β-carotene and lutein increased by extrusion, β-carotene at both temperature profiles while lutein only at higher temperature profile. Extrusion decreased the antioxidant activity, total phenolic, β-carotene and lutein contents. Results suggest that even though amount of functional components decrease, in vitro bioaccessibility could be enhanced by extrusion. Therefore, carrot pulp can successfully be added as a functional ingredient to extrudated.
2.Photoprotective and antioxidant responses to light spectrum and intensity variations in the coastal diatom Skeletonema marinoi.
Smerilli A;Orefice I;Corato F;Gavalás Olea A;Ruban AV;Brunet C Environ Microbiol. 2017 Feb;19(2):611-627. doi: 10.1111/1462-2920.13545. Epub 2016 Dec 12.
Photosynthesis is known to produce reactive oxygen species together with the transformation of light into biochemical energy. To fill the gap of the knowledge on the protective antioxidant network of microalgae, a series of experiments to explore the role of spectral composition and intensity of light in the modulation of the photodefence mechanisms developed by the coastal diatom Skeletonema marinoi were performed. The modulation of the total phenolic content, ascorbic acid and the enzymes glutathione reductase, catalase, ascorbate peroxidase and superoxide dismutase together with xanthophyll cycle and non-photochemical quenching in response to variations in the light environment were analysed. Most of the enzymes' activity was promptly affected by the red light. Yet, the monochromatic high intensity blue light enhanced the synthesis of total phenolic content and ascorbic acid in parallel to the xanthophyll cycle activity. This study reveals the dual effects of spectral composition and intensity of light on the modulation of photoprotective mechanisms. Diatoms developed a complementary and/or alternative tuning processes to cope with the variable light environment they experience in the water column.
3.Ultrafast transient lens spectroscopy of various C40 carotenoids: lycopene, beta-carotene, (3R,3'R)-zeaxanthin, (3R,3'R,6'R)-lutein, echinenone, canthaxanthin, and astaxanthin.
Kopczynski M;Lenzer T;Oum K;Seehusen J;Seidel MT;Ushakov VG Phys Chem Chem Phys. 2005 Jul 21;7(14):2793-803. Epub 2005 Jun 21.
The ultrafast internal conversion (IC) dynamics of seven C(40) carotenoids have been investigated at room temperature in a variety of solvents using two-color transient lens (TL) pump-probe spectroscopy. We provide comprehensive data sets for the carbonyl carotenoids canthaxanthin, astaxanthin, and-for the first time-echinenone, as well as new data for lycopene, beta-carotene, (3R,3'R)-zeaxanthin and (3R,3'R,6'R)-lutein in solvents which have not yet been investigated in the literature. Measurements were carried out to determine, how the IC processes are influenced by the conjugation length of the carotenoids, additional substituents and the polarity of the solvent. TL signals were recorded at 800 nm following excitation into the high energy edge of the carotenoid S2 band at 400 nm. For the S2 lifetime solvent-independent upper limits on the order of 100-200 fs are estimated for all carotenoids studied. The S1 lifetimes are in the picosecond range and increase systematically with decreasing conjugation length. For instance, in the sequence canthaxanthin/echinenone/beta-carotene (13/12/11 double bonds) one finds tau1 approximately 5, 7.7 and 9 ps for the S1-->S0 IC process, respectively.

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