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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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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
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
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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