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41659

Supelco

all-trans-Astaxanthin

analytical standard

Synonym(s):

Astaxanthin, (3S,3′S,all-trans)-3,3′-Dihydroxy-β,β-carotene-4,4′-dione, (3S,3′S)-3,3′-Dihydroxy-β,β-carotene-4,4′-dione

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About This Item

Empirical Formula (Hill Notation):
C40H52O4
CAS Number:
Molecular Weight:
596.84
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
E Number:
E161j
NACRES:
NA.24

grade

analytical standard

Quality Level

Assay

≥97%

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

−20°C

SMILES string

CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C([C@@H](O)CC2(C)C)=O)C(C)(C)C[C@H](O)C1=O

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

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General description

all-trans-Astaxanthin belongs to the class of carotenoids. It is a ketocarotenoid, most commonly identified in marine and aquatic animals, including krill, wild salmon, rainbow trout, microalgae, shells of lobster, shrimp, seafood products, etc. It is biologically known as a vitamin A precursor, and exhibits strong antioxidant property, much higher compared to vitamin E and β-carotene. Its role in food and the medicinal industry is also well-defined.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
all-trans-Astaxanthin may be used as an analytical reference standard for the quantification of the analyte in:
  • Microalgae (Green algae), Haematococcus pluvialis using high-performance liquid chromatography (HPLC) with mass spectrometric and fluorescence detection (HPLC-FLD).
  • Parapenaeopsis hardwickii using high-performance liquid chromatography (HPLC) with photodiode array detection (PDA).

Biochem/physiol Actions

Astaxanthin is a potent carotenoid antioxidant found in marine algae, red yeast and many other plant and animal sources. Animal studies indicate that it reduces blood glucose and ameliorates several parameters of the diabetic metabolic syndrome. It improves blood flow and vascular tone in models of hypertension. In vitro studies indicate that it upregulates connexin 43 and thus, may be chemopreventive against cancer.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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

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Characterisation of esterified secondary carotenoids and of their isomers in green algae: a HPLC approach
Remias D and Lutz C
Algological Studies, 124(1), 85-94 (2007)
Dieudonné M Dansou et al.
Poultry science, 100(9), 101304-101304 (2021-08-04)
Long-term and graded dose of astaxanthin supplementation in laying hen's diet was assessed for egg fortification. Five groups of laying hens with 8 replications each were fed for 24 wk with diet supplemented astaxanthin at 0 mg/kg (control), 7.1 mg/kg
R T Lorenz et al.
Trends in biotechnology, 18(4), 160-167 (2000-03-31)
As a result of high production costs, commercial products from microalgae must command high prices. Astaxanthin produced by Haematococcus is a product that has become a commercial reality through novel and advanced technology. Cultivation methods have been developed to produce
P F Zagalsky
Acta crystallographica. Section D, Biological crystallography, 59(Pt 8), 1529-1531 (2003-07-24)
The crystal structure of a beta-crustacyanin allows an analysis of the various proposals for the mechanism of the bathochromic shift from orange to purple-blue of astaxanthin in this lobster carotenoprotein. Structural and previous chemical and biophysical studies suggest that extension
Isabell Schmidt et al.
Applied microbiology and biotechnology, 89(3), 555-571 (2010-11-04)
The oxygenated β-carotene derivative astaxanthin exhibits outstanding colouring, antioxidative and health-promoting properties and is mainly found in the marine environment. To satisfy the growing demand for this ketocarotenoid in the feed, food and cosmetics industries, there are strong efforts to

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