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Merck

SMB00706

Sigma-Aldrich

Lycopene

≥98% (HPLC), from tomato

Synonim(y):

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
970,00 zł
5 MG
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About This Item

Wzór empiryczny (zapis Hilla):
C40H56
Numer CAS:
Masa cząsteczkowa:
536.87
Numer MDL:
Kod UNSPSC:
12352205
NACRES:
NA.28

970,00 zł


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pochodzenie biologiczne

tomato

Poziom jakości

Próba

≥98% (HPLC)

Formularz

powder

masa cząsteczkowa

536.87

warunki przechowywania

protect from light

rozpuszczalność

THF: 1 mg/mL
chloroform: 5 mg/mL

Zastosowanie

metabolomics
vitamins, nutraceuticals, and natural products

Warunki transportu

dry ice

temp. przechowywania

−20°C

ciąg 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+

Klucz InChI

OAIJSZIZWZSQBC-GYZMGTAESA-N

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Opis ogólny

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.

Zastosowanie

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.

Działania biochem./fizjol.

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]

Cechy i korzyści

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

Inne uwagi

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

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable


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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
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)
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
Lycopene: potent antioxidant for oral premalignancy and oral cancer
Sonunu, S.; et al.
European Journal of Biomedical AND Pharmaceutical sciences, 2, 135-144 (2015)
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

1–3 of 3 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  3. 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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