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Merck

40395

Sigma-Aldrich

α-Carotene

≥95.0% (HPLC)

Sinónimos:

(+)-α-Carotene

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About This Item

Fórmula empírica (notación de Hill):
C40H56
Número de CAS:
Peso molecular:
536.87
Beilstein/REAXYS Number:
3227603
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.32

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

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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
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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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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
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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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