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X6250

Sigma-Aldrich

Xanthophyll

from marigold

Synonym(s):

α-Carotene-3,3′-diol, β, ε-carotene, β, ε-carotene-3,3′-diol, Lutein

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About This Item

Empirical Formula (Hill Notation):
C40H56O2
CAS Number:
127-40-2
Molecular Weight:
568.87
Beilstein:
2068547
EC Number:
204-840-0
MDL number:
MFCD08435941
UNSPSC Code:
12352205
PubChem Substance ID:
24902152
NACRES:
NA.79

biological source

marigold

Quality Level

200

form

powder

color

orange to brown

shipped in

dry ice

storage temp.

−70°C

SMILES string

CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C)\C=C\C=C(C)\C=C\[C@H]2C(C)=C[C@H](O)CC2(C)C

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

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General description

Xanthophylls are oxygenated derivatives of carotenoids. It consists of oxygen atoms. Xanthophylls are yellow pigments and are found majorly in the leaves of most green plants.

Application

Xanthophyll has been used:
  • to quantify circulating lutein in birds
  • to study its effect on the synthesis of factor D (FD) by adipocytes
  • for the quantification of carotenoids from the leaves of Brassica oleracea

Biochem/physiol Actions

Xanthophyll/Lutein functions as an accessory light-harvesting pigment. It also acts as quenchers of singlet oxygen and chlorophyll triplet states to exhibit protection against photooxidative damage. Xanthophyll is involved in photosynthesis. It has antioxidant properties.
Dietary carotenoid with no vitamin A potency. Increases macular pigment concentration in the eye and may improve visual function.

Packaging

Dry powder packed under Argon.

Quality

Minimum 70% total carotenoids as xanthophyll.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Extraction and purification of carotenoids from vegetables
Rebecca LJ, et al.
Journal of Chemical and Pharmaceutical Research, 6(4), 594-598 (2014)
Lutein leads to a decrease of factor D secretion by cultured mature human adipocytes
Tian Y, et al.
Journal of Ophthalmology, 2015 (2015)
Characterisation of Carotenoids Involved in the Xanthophyll Cycle
Kuczynska P, et al.
Carotenoids, 1-1 (2017)
Carotenoids, birdsong and oxidative status: administration of dietary lutein is associated with an increase in song rate and circulating antioxidants (albumin and cholesterol) and a decrease in oxidative damage
Casagrande S, et al.
PLoS ONE, 9(12), e115899-e115899 (2014)
Effect of green juice and their bioactive compounds on genotoxicity induced by alkylating agents in mice
Fagundes GE, et al.
Journal of Toxicology and Environmental Health. Part A, 80(13-15), 756-766 (2017)
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Articles

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

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