A precursor of vitamin A
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α-Carotene

Item No. 19772

Technical Information
Formal Name
(6'R)-β,ε-carotene
CAS Number
7488-99-5
Synonyms
  • all-trans-α-Carotene
Molecular Formula
C40H56
Formula Weight
Purity
≥95%
A solid
DMF: 0.1 mg/mlDMSO: 1 mg/mlDMSO:PBS (pH 7.2) (1:10): 0.1 mg/ml
SMILES
CC1(C)[C@@H](/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)=CCC1
InChi Code
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-/
InChi Key
ANVAOWXLWRTKGA-NTXLUARGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    α-Carotene is a precursor of vitamin A (Item No. 20241) that has been found in various fruits and vegetables.1 It inhibits proliferation of GOTO human neuroblastoma cells more potently than β-carotene (Item No. 16837) and halts the cell cycle at the G0/G1 phase concomitantly with a reduction in the mRNA expression of the protooncogene N-Myc.2 It is also more potent than β-carotene in mouse models of skin and lung carcinogenesis and decreases the number of hepatomas in mice with spontaneous liver carcinogenesis when administered in drinking water at a concentration of 0.05%.3 α-Carotene levels are increased in patients with coronary heart disease and are inversely correlated with the risk of estrogen receptor-negative breast cancer.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bushway, R.J., and Wilson, A.M. Determination of α- and β-carotene in fruit and vegetables by high performance liquid chromatography. Can. Inst. Food Sci. Technol. J. 15(3), 165-169 (1982).

    2. Murakoshi, M., Takayusa, J., Kimura, O., et alInhibitory effects of α-carotene on proliferation of the human neuroblastoma cell line GOTO. J. Natl. Cancer Inst. 81(21), 1649-1652 (1989).

    3. Murakoshi, M., Nishino, H., Satomi, Y., et alPotent preventive action of α-carotene against carcinogenesis: spontaneous liver carcinogenesis and promoting stage of lung and skin carcinogenesis in mice are suppressed more effectively by α-carotene than by β-carotene. Cancer Res. 52(23), 6583-6587 (1992).

    4. Kontush, A., Spranger, T., Reich, A., et alLipophilic antioxidants in blood plasma as markers of atherosclerosis: The role of α-carotene and γ-tocopherol. Atherosclerosis 144(1), 117-122 (1999).

    5. Zhang, X., Spiegelman, D., Baglietto, L., et alCarotenoid intakes and risk of breast cancer defined by estrogen receptor and progesterone receptor status: A pooled analysis of 18 prospective cohort studies. Am. J. Clin. Nutr. 95(3), 713-725 (2012).