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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.

Application

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

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

    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.

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

    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.

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

    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.

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

    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.

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

    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.

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

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

  9. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

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

    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. 

  11. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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)
An update on the health effects of tomato lycopene
Story EN, et al.
Annual Review of Food Science and Technology, 1, 189-210 (2010)
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