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22040

Sigma-Aldrich

β-Carotene

≥97.0% (UV)

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:
12352200
PubChem Substance ID:
NACRES:
SB.54
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biological source

synthetic

Assay

≥97.0% (UV)

form

powder

technique(s)

HPLC: suitable

impurities

≤0.001% heavy metals

loss

≤0.2% loss on drying

color

red to dark red

mp

176-184 °C (dec.)

solubility

chloroform: 10 mg/mL, clear, dark orange-red

shipped in

dry ice

storage temp.

2-8°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 a standard to measure β-carotene levels in plasma samples via HPLC (high performance liquid chromatography).[1]
  • It has been used to study the effects of vitamins on growth of Mycobacteria in radiometric culture.[2]
  • It has been used as a supplement in the growth medium of Drosophila melanogaster to allow intake of vitamin A.[3]

Biochem/physiol Actions

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.
The most important of the provitamins A.

Caution

Purchase minimum quantity required. Discard one month after opening.

Other Notes

As a probe of lipid domains of reconstituted human plasma low-density lipoprotein[4]

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

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G C Chen et al.
Biochemistry, 19(20), 4706-4712 (1980-09-30)
Mixtures of neutral lipids containing cholesteryl esters and beta-carotene were used to reconstitute the lipid core of heptane-extracted low-density lipoproteins (LDL). The resulting preparations of reconstituted LDL, referred to as r-[cholesteryl ester + beta-carotene]LDL, exhibited temperature-dependent circular dichroism (CD) in
Lack of Dietary Polyunsaturated Fatty Acids Causes Synapse Dysfunction in the Drosophila Visual System.
Ziegler AB, et al.
PLoS ONE, 10, e0135353-e0135353 (2015)
Vitamins A & D inhibit the growth of mycobacteria in radiometric culture.
Greenstein RJ, et al.
PLoS ONE, 7, e29631-e29631 (2012)
Kyeongjin Kim et al.
Experimental & molecular medicine, 41(6), 429-439 (2009-03-27)
Small heterodimer partner (SHP) is an atypical member of nuclear receptor superfamily that lacks a DNA-binding domain. In previous study, we showed that SHP, c-jun, p65 of NF-gammaB subunits, and p21WAF1 expression was increased during monocytic differentiaton with the exposure
Antonio Molino et al.
Molecules (Basel, Switzerland), 24(4) (2019-02-24)
Microalgae Dunaliella salina contains useful molecules such as β-carotene and fatty acids (FAs), which are considered high value-added compounds. To extract these molecules, supercritical carbon dioxide was used at different operative conditions. The effects of mechanical pre-treatment (grinding speed at

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