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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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Certificates of Analysis (COA)

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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
Chromatographic separation and purification of trans-astaxanthin from the extracts of Haematococcus pluvialis
Yuan P-J and Chen F
Journal of Agricultural and Food Chemistry, 46(8), 3371-3375 (1998)
Determination of carotenoids in spear shrimp shells (Parapenaeopsis hardwickii) by liquid chromatography
Lin C-W, et al.
Journal of Agricultural and Food Chemistry, 53(13), 5144-5149 (2005)
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

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