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SMB00706

Sigma-Aldrich

Lycopene

≥98% (HPLC), from tomato

Sinônimo(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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1 MG
R$ 1.032,00
5 MG
R$ 3.091,00
10 MG
R$ 9.244,00

About This Item

Fórmula empírica (Notação de Hill):
C40H56
Número CAS:
Peso molecular:
536.87
Número MDL:
Código UNSPSC:
12352205
NACRES:
NA.28

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fonte biológica

tomato

Nível de qualidade

Ensaio

≥98% (HPLC)

Formulário

powder

peso molecular

536.87

condição de armazenamento

protect from light

solubilidade

THF: 1 mg/mL
chloroform: 5 mg/mL

aplicação(ões)

metabolomics
vitamins, nutraceuticals, and natural products

Condições de expedição

dry ice

temperatura de armazenamento

−20°C

cadeia de caracteres 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+

chave InChI

OAIJSZIZWZSQBC-GYZMGTAESA-N

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Descrição geral

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.

Aplicação

Lycopene has been used:
  • to analyze its chemo-preventive effects on cutaneous tumors in in vitro mouse epidermal cell line[1]
  • as a reference standard for quantitative high-performance liquid chromatography (HPLC) to analyze antioxidant capacity of endogenous carotenoids in mammalian cell lines[2]
  • as a reference standard in high-performance liquid chromatography (HPLC) to identify carotenoids from engineered Saccharomyces cerevisiae[3]

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

Ações bioquímicas/fisiológicas

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[4] and to inhibit metastasis of human liver adenocarcinoma cells by down regulation of NOX4.[5] Lycopene was also found to be a beneficial supplement for people with cardiovascular diseases.[6][7]

Características e benefícios

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

Outras notas

For additional information on our range of Biochemicals, please complete this form.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


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β-Carotene

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
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
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

Questions

  1. How can this product be dissolved? Is this dissolved in water, ethanol, methanol, isopropanol, acetonitrile, or others?

    1 answer
    1. The solubility of this product has been determined in THF: 1 mg/mL and chloroform: 5 mg/mL. Other solvents have not been tested.
      The Merck Index indicates the following solvents:
      carbon disulfide (1g/50ml)
      boiling ether (1g/3L)
      boiling petroleum ether (1g/12 L)
      hexane at 0 °C (1g/14L)
      almost insoluble in methanol or ethanol
      soluble in chloroform or benzene.

      The solubility in DMSO has been referenced in the publications below:
      10 mM in DMSO
      Am J Physiol Endocrinol Metab 293:E1820-E1827, 2007
      http://ajpendo.physiology.org/content/293/6/E1820.full
      100 mM in 10% DMSO/PBS
      Iranian Journal of Pharmaceutical Research (2007), 6 (3): 173-177
      http://www.ijpr-online.com/docs/20073/IJPR425.pdf
      solubilized in DMSO
      Mutation Research/Genetic Toxicology and Environmental Mutagenesis, 416(1-2): 125-128, 1998

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