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C4582

Sigma-Aldrich

β-Carotene

synthetic, ≥95% (HPLC), crystalline

Synonym(s):

β,β-Carotene, Provitamin A

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About This Item

Empirical Formula (Hill Notation):
C40H56
CAS Number:
Molecular Weight:
536.87
Beilstein:
1917416
EC Number:
MDL number:
UNSPSC Code:
12352212
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic

Quality Level

Assay

≥95% (HPLC)

form

crystalline

impurities

α-carotene, essentially free

color

dark red-purple to red-brown

mp

178-179 °C

solubility

hexane: soluble 100 μg/mL
DMSO: 30 μg/mL
H2O: insoluble

ε (extinction coefficient)

2160-2280 at 478-479 nm in hexane at 1% (vs. 2280, lit.)
2450-2590 at 450-452 nm in hexane at 1% (vs. 2590, lit.)

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)CCCC2(C)C)C(C)(C)CCC1

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/h11-14,17-22,25-28H,15-16,23-24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+

InChI key

OENHQHLEOONYIE-JLTXGRSLSA-N

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Application

β-Carotene has been used:
  • as standard for quantification of b-carotene using HPLC analysis
  • as a standard for the identification and quantification of authentic standards for carotenoid groups
  • for standard curve preparation in the measurement of β-carotene production
  • for standard curve preparation in nutritive assays

Biochem/physiol Actions

β-Carotene (pro-vitamin A) is a member of carotenoids. This antioxidant plays a vital role in human physiology. β-Carotene is an abundant carotenoid. It is considered as a precursor of vitamin A, which is a lipid soluble antioxidant with vitamin E properties.
The most important of the provitamins A, β-carotene can be classified as an antioxidant due to its inhibition of radical initiated peroxidation in vitro. However, in vivo it appears to act either as an antioxidant or a prooxidant depending on cellular environment. It reduces the incidence of many cancers, but enhances lung cancer incidence in smokers.

Caution

Purchase minimum quantity required. Discard one month after opening.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

217.9 °F - closed cup

Flash Point(C)

103.3 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Jianming Yang et al.
Microbial cell factories, 13, 160-160 (2014-11-19)
β-carotene is a carotenoid compound that has been widely used not only in the industrial production of pharmaceuticals but also as nutraceuticals, animal feed additives, functional cosmetics, and food colorants. Currently, more than 90% of commercial β-carotene is produced by
Engineering central metabolic modules of Escherichia coli for improving beta-carotene production
Zhao J, et al.
Metabolic engineering, 17(2), 42-50 (2013)
Extraction of pungent spice paprika by supercritical carbon dioxide and subcritical propane
Daood H G, et al.
Journal of Supercritical Fluids, 23(2), 143-152 (2002)
Werner E G Müller et al.
Marine drugs, 10(1), 177-199 (2012-03-01)
The demosponge Suberites domuncula has been described to contain high levels of a proteinaceous toxin, Suberitine, that displays haemolytic activityIn the present study this 7-8 kDa polypeptide has been isolated and was shown to exhibit also cytotoxic effects on cells
Junwei Liu et al.
Journal of experimental botany, 64(7), 1967-1981 (2013-04-10)
Strigolactones (SLs) are newly identified hormones that regulate multiple aspects of plant development, infection by parasitic weeds, and mutualistic symbiosis in the roots. In this study, the role of SLs was studied for the first time in the model plant

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Chromatograms

application for HPLC

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