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Merck
CN

L9879

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:
Molecular Weight:
536.87
UNSPSC Code:
12352200
PubChem Substance ID:
EC Number:
207-949-1
MDL number:
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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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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)
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
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)

Articles

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.

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

抗氧化剂可保护生物系统免受含氧自由基和氧化还原过渡金属离子(如铁、铜和镉)引起的氧化损伤。

肝脏中胆固醇的合成量由饮食中的胆固醇水平来严格调节。LDL受体调节富含脂质的低密度脂蛋白(LDL)颗粒的细胞转运。

Global Trade Item Number

SKUGTIN
L9879-10MG04061833967034
L9879-1MG04061833967041
L9879-5MG04061833967058

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