40395
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
UNSPSC Code:
12352202
NACRES:
NA.32
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3227603
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
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.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Overview of the Role of Antioxidant Vitamins as Protection Against Cardiovascular Disease: Implications for Aging
Aging 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
Cheng Li et al.
Bioresource technology, 341, 125782-125782 (2021-08-23)
The carotenoid, α-carotene, is very beneficial for human health and wellness, but microbial production of this compound is notoriously difficult, due to the asymmetric rings on either end of its terpenoid backbone. Here, we report for the first time the