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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:
7488-99-5
Molecular Weight:
536.87
Beilstein/REAXYS Number:
3227603
MDL number:
MFCD00136012
UNSPSC Code:
12352202
PubChem Substance ID:
329755985
NACRES:
NA.32

Quality Level

100

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.

wgk_germany

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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Carotenes

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
Overview of the Role of Antioxidant Vitamins as Protection Against Cardiovascular Disease: Implications for Aging
Aging null
Louise M Canfield et al.
European journal of nutrition, 42(3), 133-141 (2003-06-18)
Carotenoids in serum vary between countries and within populations with evidence suggesting a qualitative relationship to diet. Breast milk carotenoids furnish a source of vitamin A and potentially provide immunoprotection and other health benefits for infants. There have been numerous
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.
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