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40395

Sigma-Aldrich

α-Carotene

≥95.0% (HPLC)

Synonym(s):

(+)-α-Carotene

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About This Item

Empirical Formula (Hill Notation):
C40H56
CAS Number:
Molecular Weight:
536.87
Beilstein:
3227603
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.32

Quality Level

Assay

≥95.0% (HPLC)

form

powder

optical purity

enantiomeric excess: ≥95.0%

mp

183-185 °C

λ

2 % in methylene chloride (in hexane)

UV absorption

λ: 445-449 nm Amax

storage temp.

−20°C

SMILES string

CC(/C=C/[C@H]1C(C)=CCCC1(C)C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(\C=C\C2=C(C)CCCC2(C)C)C

InChI

1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-23,25-28,37H,15-16,24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+/t37-/m0/s1

InChI key

ANVAOWXLWRTKGA-NTXLUARGSA-N

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General description

Carotenoids are natural products used in the food, animal feed, nutraceutical, and pharmaceutical industries. α-Carotene, a carotenoid with one β-ring and one ε-ring, is commonly present in the food. Orange carrots show a high concentration of α-carotene.

Application

α-Carotene may be used as a standard in high-performance liquid chromatography (HPLC) for carotenoid quantification in Corynebacterium glutamicum.

Biochem/physiol Actions

α-Carotene exhibits provitamin A activity. It can act as an efficient inhibitor than β-carotene on certain growth factors, like N-myc activity. α-Carotene serves as a good biomarker for fruit and vegetable consumption. High serum concentrations of α-carotene are associated with lower cardiovascular disease (CVD) mortality.

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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Sebastiaan Bijttebier et al.
Journal of chromatography. A, 1332, 46-56 (2014-02-19)
Aim of study was to find the most suitable LC column for generic carotenoid screening. To represent the diversity of carotenoids in nature and to optimize chromatographic separation, a set of carotenoid standards was carefully chosen to account for the
K J Yeum et al.
The American journal of clinical nutrition, 64(4), 594-602 (1996-10-01)
Plasma carotenoid responses were determined in 36 healthy men and women before and after being fed controlled diets with a moderate amount of fat (26% of total energy) and a high carotenoid content (approximately 16 mg/d) for two 15-d periods.
Overview of the Role of Antioxidant Vitamins as Protection Against Cardiovascular Disease: Implications for Aging
Aging null
Vitamins
Clinical biochemistry of domestic animals null
Li-En Yang et al.
Journal of integrative plant biology, 56(9), 902-915 (2014-06-20)
Carotene hydroxylases catalyze the hydroxylation of α- and β-carotene hydrocarbons into xanthophylls. In red algae, β-carotene is a ubiquitously distributed carotenoid, and hydroxylated carotenoids such as zeaxanthin and lutein are also found. However, no enzyme with carotene hydroxylase activity had

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