22040

Sigma-Aldrich

β-Carotene

≥97.0% (UV)

Synonym(s):
β,β-Carotene, Provitamin A
Empirical Formula (Hill Notation):
C40H56
CAS Number:
Molecular Weight:
536.87
Beilstein/REAXYS Number:
1917416
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
SB.54

biological source

synthetic

assay

≥97.0% (UV)

form

powder

application(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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Related Categories

Application

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

Packaging

1, 5 g in glass bottle

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.

Caution

Purchase minimum quantity required. Discard one month after opening.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 22040.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
As a probe of lipid domains of reconstituted human plasma low-density lipoprotein

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

1

Flash Point(F)

217.4 °F

Flash Point(C)

103 °C

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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