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F6932

Sigma-Aldrich

Fucoxanthin

carotenoid antioxidant

Synonym(s):

all-trans-Fucoxanthin

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About This Item

Empirical Formula (Hill Notation):
C42H58O6
CAS Number:
3351-86-8
Molecular Weight:
658.91
MDL number:
MFCD01745140
UNSPSC Code:
12352205
PubChem Substance ID:
329799760
NACRES:
NA.25

Quality Level

100

Assay

≥95% (HPLC)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

CC(=O)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(=O)C[C@@]23O[C@]2(C)C[C@@H](O)CC3(C)C)[C@](C)(O)C1

InChI

1S/C42H58O6/c1-29(18-14-19-31(3)22-23-37-38(6,7)26-35(47-33(5)43)27-40(37,10)46)16-12-13-17-30(2)20-15-21-32(4)36(45)28-42-39(8,9)24-34(44)25-41(42,11)48-42/h12-22,34-35,44,46H,24-28H2,1-11H3/b13-12+,18-14+,20-15+,29-16+,30-17+,31-19+,32-21+/t23-,34-,35-,40+,41+,42-/m0/s1

InChI key

SJWWTRQNNRNTPU-XJUZQKKNSA-N

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General description

Fucoxanthin is isolated from brown algae. It has anti-angiogenic, hepatoprotective, cardiovascular and cerebrovascular protective properties. Fucoxanthin stimulates G1 cell-cycle arrest and apoptosis in cancer cell lines.

Application

Fucoxanthin has been used to study its neuroprotective effects. It has also been used in calibration to identify the most efficient fucoxanthin producing strains of microalgae.

Biochem/physiol Actions

Xanthophyll carotenoid pigment extracted from algae. Exhibits anticancer, antioxidant, anti-obesity and anti-inflammatory properties.

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Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Fucoxanthin production by heterokont microalgae
Petrushkina M, et al.
Algal research, 24, 387-393 (2017)
Dovi Kelman et al.
Marine drugs, 10(2), 403-416 (2012-03-14)
Marine algae are known to contain a wide variety of bioactive compounds, many of which have commercial applications in pharmaceutical, medical, cosmetic, nutraceutical, food and agricultural industries. Natural antioxidants, found in many algae, are important bioactive compounds that play an
Lavanya Premvardhan et al.
The journal of physical chemistry. B, 112(37), 11838-11853 (2008-08-30)
Fucoxanthin chlorophyll-a/c 2 protein (FCP), the membrane-intrinsic light harvesting complex from the diatom Cyclotella meneghiniana, is characterized by Stark spectroscopy to obtain a quantitative measure of the excited-state dipolar properties of the constituent pigments. The electro-optical properties of the carotenoid
Md Wahadoszamen et al.
Biochimica et biophysica acta, 1837(1), 193-200 (2013-09-17)
Diatoms are characterized by very efficient photoprotective mechanisms where the excess energy is dissipated as heat in the main antenna system constituted by fucoxanthin-chlorophyll (Chl) protein complexes (FCPs). We performed Stark fluorescence spectroscopy on FCPs in their light-harvesting and energy
Cheng-Ling Liu et al.
Marine drugs, 11(1), 50-66 (2013-01-10)
Cisplain, a platinum-containing anticancer drug, has been shown to enhance DNA repair and to inhibit cell apoptosis, leading to drug resistance. Thus, the combination of anticancer drugs with nutritional factors is a potential strategy for improving the efficacy of cisplatin
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