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SML0982

Sigma-Aldrich

Astaxanthin

from Blakeslea trispora, ≥97% (HPLC), powder, PPARγ

Synonym(s):

3,3′-Dihydroxy-β-carotene-4,4′-dione, trans-Astaxanthin

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About This Item

Empirical Formula (Hill Notation):
C40H52O4
CAS Number:
7542-45-2
Molecular Weight:
596.84
UNSPSC Code:
12352200
NACRES:
NA.77

product name

Astaxanthin, ≥97% (HPLC), from Blakeslea trispora

biological source

Blakeslea trispora

Assay

≥97% (HPLC)

form

powder

storage condition

desiccated
protect from light

color

, pink to very dark purple

solubility

DMSO: 1 mg/mL (warmed)

storage temp.

−20°C

InChI

1S/C40H52O4/c1-27(17-13-19-29(3)21-23-33-31(5)37(43)35(41)25-39(33,7)8)15-11-12-16-28(2)18-14-20-30(4)22-24-34-32(6)38(44)36(42)26-40(34,9)10/h11-24,35-36,41-42H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+/t35-,36-/m0/s1

InChI key

MQZIGYBFDRPAKN-UWFIBFSHSA-N

General description

Astaxanthin (AST) is a red dietary carotenoid. It is mainly found in aquatic animals and microalgae, such as Haematococcus pluvialis and Chlorella zofingiensis.

Application

Astaxanthin has been used:
  • as an antioxidant to study its effect on Brachionus manjavacas (Rotifera) population growth
  • to study its effects on the treatment of diabetic retinopathy.
  • to investigate its role in restoring the expression of Nrf2 (nuclear factor erythroid 2 p45-related factor 2) and glutathione S-transferase P1 (GSTP1) through epigenetic modification in human prostate LNCaP cells.

Biochem/physiol Actions

In vivo and in vitro studies propose that astaxanthin (AST) possesses health-promoting activities, signifying its potential use in the prevention of various diseases, such as cancers and Parkinson′s disease. Due to its bright red colour, AST has been used as a food colorant in animal feeds.
Astaxanthin is a potent antioxidant with antiproliferative, neuroprotective and anti-inflammatory activity. Astaxanthin protects against oxidative stress, inhibiting NF-KB, suppressing pro-inflammatory genes and suppressing production of pro-inflammatory compounds nitric oxide, prostaglandin E2, TNF-α, and interleukin-1β. Astaxanthin′s protection of cells from oxidative stress generated by TNF-α and palmitate has been shown to ameliorate insulin resistance. Astaxanthin has also been shown to be an inhibitor of PPARγ.

Other Notes

Light and air sensitive

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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Effects of astaxanthin on Brachionus manjavacas (Rotifera) population growth.
Johnston R K, et al.
Aquaculture Research, 49(6), 2278-2287 (2018)
Shreya Agrawal et al.
Plant physiology (2021-10-09)
The high-value carotenoid astaxanthin (3,3'-dihydroxy-β,β-carotene-4,4'-dione) is one of the most potent antioxidants in nature. In addition to its large-scale use in fish farming, the pigment has applications as a food supplement and an active ingredient in cosmetics and in pharmaceuticals
Ningyang Li et al.
Applied microbiology and biotechnology, 104(16), 6977-6989 (2020-07-01)
This study aimed to develop a bioprocess using plant oil as the carbon source for lipid-assimilating yeast to produce high-value astaxanthin. Using high-oleic safflower oil as a model, efficient cell growth and astaxanthin production by the engineered Yarrowia lipolytica strain
Yingsong Zhou et al.
Nutrients, 11(6) (2019-06-05)
Exercise-induced reactive oxygen and nitrogen species are increasingly considered as beneficial health promotion. Astaxanthin (ASX) has been recognized as a potent antioxidant suitable for human ingestion. We investigated whether ASX administration suppressed antioxidant enzyme activity in moderate-intensity exercise. Seven-week-old male
Chengzhen Liu et al.
Journal of agricultural and food chemistry, 67(18), 5113-5121 (2019-04-24)
Astaxanthin, a hydrophobic carotenoid found in marine plants and animals, is claimed to exhibit various beneficial biological activities. Its use as a nutraceutical in foods, however, is currently limited by its low water-solubility and poor bioavailability. The goal of this
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