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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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Effect of astaxanthin on retinal pigment epithelial cells in high glucose: an in-vitro study.
Fu D and Tian X, et al.
Biomedical Research, 28(15) (2017)
Huilin Liu et al.
Marine drugs, 17(3) (2019-03-22)
Alcoholic liver disease (ALD) is a major cause of chronic liver disease worldwide. It is a complex process, including a broad spectrum of hepatic lesions from fibrosis to cirrhosis. Our previous study suggested that astaxanthin (AST) could alleviate the hepatic
Epigenetic CpG methylation of the promoter and reactivation of the expression of GSTP1 by Astaxanthin in human prostate LNCaP cells.
Yang Y, et al.
The AAPS Journal, 19(2), 421-430 (2017)
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
Effects of astaxanthin on Brachionus manjavacas (Rotifera) population growth.
Johnston R K, et al.
Aquaculture Research, 49(6), 2278-2287 (2018)
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