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L9879

Sigma-Aldrich

Lycopene

≥90%, from tomato

Synonym(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

Empirical Formula (Hill Notation):
C40H56
CAS Number:
502-65-8
Molecular Weight:
536.87
EC Number:
207-949-1
MDL number:
MFCD00017350
UNSPSC Code:
12352200
PubChem Substance ID:
24896530

biological source

tomato

Assay

≥90%

form

powder

shipped in

dry ice

storage temp.

−70°C

SMILES string

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+

InChI key

OAIJSZIZWZSQBC-GYZMGTAESA-N

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General description

Lycopene is a naturally occurring red pigment, which belongs to the family of carotenoids. It is found in tomatoes, watermelon and papaya. Lycopene has antioxidant property.[1]

Application

Lycopene has been used:
  • in high performance liquid chromatography (HPLC) to determine its concentration in liver, kidney and lung tissue[2]
  • to induce urokinase plasminogen activator receptor (uPAR) IN prostate cancer cell line[3]
  • in Raman chemical imaging system to detect and visualize its internal distribution[4]

Biochem/physiol Actions

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.

Packaging

sealed ampule

related product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SLCH4654
SLCD6929
SLBX5193
SLBV5371
SLBS4759

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Harris H Wang et al.
Nature, 460(7257), 894-898 (2009-07-28)
The breadth of genomic diversity found among organisms in nature allows populations to adapt to diverse environments. However, genomic diversity is difficult to generate in the laboratory and new phenotypes do not easily arise on practical timescales. Although in vitro
Chun-Ming Shih et al.
Polymers, 12(7) (2020-07-15)
Lycopene is the most abundant carotenoid in tomatoes, which has been identified to have the properties of anti-inflammation in addition to the capability to inhibit the expression of adhesion molecules. Intercellular adhesion molecules play a critical role in the pathogenesis
Arnab Chattopadhyay et al.
Journal of lipid research, 54(4), 995-1010 (2013-02-05)
Transgenic tomato plants were constructed with an empty vector (EV) or a vector expressing an apoA-I mimetic peptide, 6F. EV or 6F tomatoes were harvested, lyophilized, ground into powder, added to Western diet (WD) at 2.2% by weight, and fed
Lycopene increases urokinase receptor and fails to inhibit growth or connexin expression in a metastatically passaged prostate cancer cell line: a brief communication
Forbes K, et al.
Exp. Biol. Med, 228(8), 967-971 (2003)
Investigation of Raman chemical imaging for detection of lycopene changes in tomatoes during postharvest ripening
Qin J, et al.
Journal of Food Engineering, 107(3-4), 277-288 (2011)
View All Related Papers

Articles

Cholesterol Biosynthesis Regulation

Cholesterol synthesis regulation by dietary levels, LDL receptors control lipid-rich LDL particle transport in cells.

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

Questions

1–10 of 10 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

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  3. Is Lycopene at this concetration dissolved in water for research on mice

    1 answer

    1. No, lycopene (L9879) can't be dissolved in water. The product is for lab research only, not for animal experiments.

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  4. How can I assess the condition of Product L9879, Lycopene, from its appearance?

    1 answer

    1. We advise against using the product if it becomes speckled or has a "salt and pepper" appearance. An acceptable range of colors is from dark purple to reddish brown to brown.

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  5. How can Product L9879, Lycopene, be dissolved?

    1 answer

    1. Lycopene dissolves in carbon disulfide (1 g/50 mL), boiling ether (1 g/3 L), boiling petroleum ether (1 g/12 L) or hexane at 0 °C (1 g/14 L). Lycopene is almost insoluble in methanol or ethanol, but is soluble in chloroform or benzene.

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  6. What is the method of preparation of Product L9879, Lycopene?

    1 answer

    1. Details of the method of preparation are considered proprietary information. The last solvent that the lycopene comes into contact with is methanol. However, the material is dried extensively, so little, if any, methanol should be present.

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  7. What is the solution stability of Product L9879, Lycopene?

    1 answer

    1. A solution prepared under argon, protected from light and stored at -20 °C is stable for up to 48 hours.  It is recommended to prepare solutions fresh each time and to prepare immediately before use.

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  8. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  9. What is the extinction coefficient of Lycopene, Product L9879?

    1 answer

    1. Extinction Coefficients: For samples dissolved in petroleum ether, E1% = 3450 (at 472 nm), 2250 (at 446 nm) and 3150 (at 505 nm).

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  10. Is Product L9879, Lycopene, of the Trans or Cis stereoforms?

    1 answer

    1. Based on the CAS number search in ACS database and the chemicals encyclopedia published by the Royal Society of Chemistry, this lycopene is an all-trans compound. The chemicals encyclopedia published by the Royal Society of Chemistry, 12th ed., Entry# 5650.

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