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Key Documents

SMB00706

Sigma-Aldrich

Lycopene

≥98% (HPLC), from tomato

Synonyme(s) :

ψ,ψ-Carotene, 2,6,10,14,19,23,27,31-Octamethyl-dotriaconta-2,6,8,10,12,14,16,18,20,22,24,26,30-tridecaene

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About This Item

Formule empirique (notation de Hill):
C40H56
Numéro CAS:
Poids moléculaire :
536.87
Numéro MDL:
Code UNSPSC :
12352205
Nomenclature NACRES :
NA.28

Source biologique

tomato

Niveau de qualité

Pureté

≥98% (HPLC)

Forme

powder

Poids mol.

536.87

Conditions de stockage

protect from light

Solubilité

THF: 1 mg/mL
chloroform: 5 mg/mL

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

C\C(C)=C\CC\C(C)=C\C=C\C(C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C=C(/C)CC\C=C(\C)C

InChI

1S/C40H56/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-22,25-32H,13-14,23-24H2,1-10H3/b12-11+,25-15+,26-16+,31-17+,32-18+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+

Clé InChI

OAIJSZIZWZSQBC-GYZMGTAESA-N

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Description générale

Lycopene, an acyclic carotenoid pigment, is a bioactive natural compound commonly produced by many red fruits and vegetables such as watermelon, pink guava, and tomato, and photosynthetic algae. Current research suggests that this plant metabolite acts as an inhibitor and may exhibit diverse biological activities, including antioxidant, anti-carcinogenic, radioprotective, anticancer and anti-inflammatory properties.

Application

Lycopene has been used:
  • to analyze its chemo-preventive effects on cutaneous tumors in in vitro mouse epidermal cell line
  • as a reference standard for quantitative high-performance liquid chromatography (HPLC) to analyze antioxidant capacity of endogenous carotenoids in mammalian cell lines
  • as a reference standard in high-performance liquid chromatography (HPLC) to identify carotenoids from engineered Saccharomyces cerevisiae

Lycopene is a natural product derived from plant source that finds application in compound screening libraries, metabolomics, phytochemical, and drug discovery research.

Actions biochimiques/physiologiques

Antioxidant micronutrient of tomatoes associated with decreased risk for cancer and cardiovascular disease. Enhances gap juction communication between cells via upregulation of connexin 43 and reduces proliferation of cancer cells in culture. Inhibits cholesterol synthesis and enhances low-density lipoprotein degradation.
Lycopene has been found to be active against oral cancer and to inhibit metastasis of human liver adenocarcinoma cells by down regulation of NOX4. Lycopene was also found to be a beneficial supplement for people with cardiovascular diseases.

Caractéristiques et avantages

  • High quality compound suitable for multiple research applications
  • Compatible with HPLC and mass spectrometry techniques

Autres remarques

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Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


Certificats d'analyse (COA)

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Les clients ont également consulté

Bo-Yi Jhou et al.
Journal of agricultural and food chemistry, 65(32), 6893-6903 (2017-07-21)
NADPH oxidase 4 (NOX4), with the sole function to produce reactive oxygen species (ROS), can be a molecular target for disrupting cancer metastasis. Several studies have indicated that lycopene exhibited anti-metastatic actions in vitro and in vivo. However, the role
Subramaniam Pennathur et al.
Free radical biology & medicine, 49(2), 205-213 (2010-04-15)
Lycopene, a carotenoid found in tomatoes, is a proven antioxidant that may lower the risk of certain disorders including heart disease and cancer. Hypochlorous acid (HOCl) is an oxidant linked to tissue oxidation in cardiovascular disease and other inflammatory disorders
High-level beta-carotene production from xylose by engineered Saccharomyces cerevisiae without overexpression of a truncated HMG1 (tHMG1)
Sun L, et al.,
Biotechnology and Bioengineering, 3522-3532 (2020)
Sonia Gupta et al.
International journal of preventive medicine, 6, 70-70 (2015-09-04)
Without pigments, we are nothing. Life presents us with a kaleidoscope of colors. From the green grass of home to a forest's ruddy autumn hues, we are surrounded by living colors. Living things obtain their colors, with few exceptions, from
A V Rao et al.
Journal of the American College of Nutrition, 19(5), 563-569 (2000-10-07)
Lycopene, a carotenoid without provitamin-A activity, is present in many fruits and vegetables; however, tomatoes and processed tomato products constitute the major source of lycopene in North American diet. Among the carotenoids, lycopene is a major component found in the

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