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Lycopene

Product Name
Lycopene
CAS No.
502-65-8
Chemical Name
Lycopene
Synonyms
Lycopen;JARCOPENE(TM);LYCOSOURCE;Lycopene oil;Lycoypene;Lycopene Powder;E 160d;LYCOVIT;CI 75125;Y,Y-CAROTENE
CBNumber
CB5213951
Molecular Formula
C40H56
Formula Weight
536.87
MOL File
502-65-8.mol
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Lycopene Property

Melting point:
172-173°C
Boiling point:
644.94°C (rough estimate)
Density 
0.9380 (estimate)
refractive index 
1.5630 (estimate)
FEMA 
4110 | TOMATO LYCOPENE
storage temp. 
-70°C
solubility 
Benzene (Slightly), Chloroform (Sparingly), Ethyl Acetate (Very Slightly), Methane
form 
powder
color 
Red to Very Dark Red
Odor
balsam oriental
Odor Type
balsamic
Stability:
Heat sensitive - store at -70 C. Combustible. Incompatible with strong oxidizing agents.
InChIKey
OAIJSZIZWZSQBC-BOJOQWLHSA-N
LogP
15.19
CAS DataBase Reference
502-65-8(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
WGK Germany 
3
8-10-23
HS Code 
32030019
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SMB00706
Product name
Lycopene
Purity
≥98% (HPLC), from tomato
Packaging
1MG
Price
$176
Updated
2024/03/01
Sigma-Aldrich
Product number
SMB00706
Product name
Lycopene
Purity
≥98% (HPLC), from tomato
Packaging
5MG
Price
$521
Updated
2024/03/01
Sigma-Aldrich
Product number
SMB00706
Product name
Lycopene
Purity
≥98% (HPLC), from tomato
Packaging
10MG
Price
$1050
Updated
2024/03/01
Sigma-Aldrich
Product number
36275
Product name
Lycopene, Redivivo?
Purity
10% FS, ~10% in corn oil, ≥95.0% (sum of isomers)
Packaging
5g
Price
$1120
Updated
2024/03/01
Cayman Chemical
Product number
70945
Product name
Lycopene
Purity
≥98%
Packaging
1mg
Price
$141
Updated
2024/03/01
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Lycopene Chemical Properties,Usage,Production

Description

Lycopene is a red-colored carotenoid found in tomatoes and other red fruits and vegetables. Carotenoids, including lycopene, are powerful antioxidants that efficiently quench singlet oxygen. Presumably through this action, carotenoids may protect against cancers, cardiovascular stress, and other diseases.

Chemical Properties

Lycopene is a white to pale-yellow solid; balsam oriental aroma. Lycopene extract from tomato is a dark-red viscous liquid. It is freely soluble in ethyl acetate and n-hexane, partially soluble in ethanol and acetone, and insoluble in water. A solution in n-hexane shows an absorption maximum at approximately 472nm.
Lycopene (from the Greek word lykopersikon, meaning tomato) is a bright red carotene and carotenoid pigment. The natural resources are red fruits and vegetables, such as tomatoes, pink grapefruit, watermelon, and apricots. After absorbing from the stomach, lycopene is transported in the blood and accumulates in the liver, adrenal glands, and testes. Lycopene has been used to prevent carcinogenesis, cardiovascular diseases and aging.

From a chemistry perspective, lycopene is a symmetrical tetraterpene assembled from 8 isoprene units, containing 11 conjugated and 2 non-conjugated double bonds between carbon atoms. Lycopene is a member of the carotenoid family, and the predominant source in the human diet comes from tomato and tomato-based products. The antioxidant capacity of tomato strongly depends on the content and bioavailability of lycopene in the fruit. There is strong correlation between lycopene content in tomatoes and antioxidant capacity.

Occurrence

Lycopene is a carotenoid that occurs naturally in tomatoes.

Uses

Lycopene extract from tomato is intended for use as a food colour. It provides the similar colour shades, ranging from yellow to red, as do the natural and synthetic lycopenes. Lycopene extract from tomato is also used as a food/dietary supplement in products where the presence of lycopene provides a specific value (e.g., antioxidant or other claimed health benefits). The product may also be used as an antioxidant in food supplements.
Lycopene extract from tomato is intended for use in the following food categories: baked goods, breakfast cereals, dairy products including frozen dairy desserts, dairy product analogues, spreads, bottled water, carbonated beverages, fruit and vegetable juices, soybean beverages, candy, soups, salad dressings, and other foods and beverages.

Uses

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

Uses

Carotenoid antioxidant occurring in ripe fruit, especially in tomatoes.

Definition

ChEBI: An acyclic carotene commonly obtained from tomatoes and other red fruits.

Production Methods

Lycopene extract from tomato is produced from a tomato variety with high lycopene content, within the range of 150 to 250 mg/kg. This particular variety is not generally marketed for direct consumption, but is used primarily in the production of this lycopene extract. The extract is produced by crushing tomatoes into crude tomato juice that is then separated into serum and pulp. The tomato pulp is then extracted with ethyl acetate. The final product is obtained after solvent removal by evaporation under vacuum at 40-60°C.

Aroma threshold values

Medium strength odor, balsamic type; recommend smelling in a 1.0% solution or less.

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.

Biological Activity

Lycopene may act as an inhibitor of tumor cells. In one study, lycopene was shown to inhibit PDGF-BB-induced signalling and cell migration in human cultured skin fibroblasts (Wu et al., 2007). Trapping of PDGF by lycopene compromised melanoma-induced fibroblast migration and attenuated signalling transduction in fibroblasts (Wu et al., 2007). In functional studies, lycopene inhibited melanoma-induced fibroblast migration in a noncontact coculture system and attenuated signalling in fibroblasts simulated by melanoma-derived conditioned medium (Chiang et al., 2007).

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.

Mechanism of action

The biological activities of carotenoids such as βcarotene are related in general to their ability to form vitamin A within the body.Since lycopene lacks the β-ionone ring structure, it cannot form vitamin A.Its biological effects in humans have therefore been attributed to mechanisms other than vitamin A. Two major hypotheses have been proposed to explain the anticarcinogenic and antiatherogenic activities of lycopene: nonoxidative and oxidative mechanisms.
Among the nonoxidative mechanisms, the anticarcinogenic effects of lycopene have been suggested to be due to regulation of gap-junction communication in mouse embryo fibroblast cells.Lycopene is hypothesized to suppress carcinogen-induced phosphorylation of regulatory proteins such as p53 and Rb antioncogenes and stop cell division at the G0–G1 cell cycle phase.Astorg and colleagues proposed that lycopene-induced modulation of the liver metabolizing enzyme, cytochrome P4502E1, was the underlying mechanism of protection against carcinogen-induced preneoplastic lesions in the rat liver. Preliminary in vitro evidence also indicates that lycopene reduces cellular proliferation induced by insulin-like growth factors, which are potent mitogens, in various cancer cell lines.Regulation of intrathymic T-cell differentiation (immunomodulation) was suggested to be the mechanism for suppression of mammary tumour growth by lycopene treatments in SHN retired mice.Lycopene also has been shown to act as a hypocholesterolemic agent by inhibiting HMG–CoA (3-hydroxy-3-methylglutaryl–coenzyme A) reductase.
Lycopene has been hypothesized to prevent carcinogenesis and atherogenesis by protecting critical cellular biomolecules, including lipids, lipoproteins, proteins and DNA.In healthy human subjects, lycopene- or tomatofree diets resulted in loss of lycopene and increased lipid oxidation,whereas dietary supplementation with lycopene for 1 week increased serum lycopene levels and reduced endogenous levels of oxidation of lipids, proteins, lipoproteins and DNA.Patients with prostate cancer were found to have low levels of lycopene and high levels of oxidation of serum lipids and proteins.

Mechanism of action

Lycopene is a red carotenoid compound found in pink grapefruit, papaya, wolfberry, goji, and tomatoes Dietary supplementation with tomato-based products appears to lower biomarkers of oxidative stress and carcinogenesis. Limited available evidence from small human intervention studies indicate that lycopene supplementation for 10–12 weeks may decrease UV-induced erythema. Although the bioavailability of lycopene in raw tomatoes is low due to tight binding with indigestible fiber, lycopene can be released from the food matrix through heating and food processing. The effect of topical lycopene is not well characterized. An in vivo study using SKH-1 hairless mice found that topical lycopene reduced the activity of ornithine decarboxylase (ODC) and myeloperoxidase (MPO), enzymes that have been implicated in the carcinogenic and acute inflammatory effect of UVB irradiation.

Anticancer Research

Lycopene is a naturally occurring chemical that manifests as a red pigment contained in common foods such as tomatoes, pink grapefruits, guava, and watermelon (Giovannucci 1999). This is a very strong antioxidant that has been found to prevent and even reverse the progression of prostate cancer, as well as treating benign prostatic hyperplasia. In a recent study, 30 mg a day of lycopene showed curative results in prostate cancer. For best results, supplements are recommended alongside eating and drinking plenty of lycopene-containing food and juices (Jatoi et al. 2007). Earlier research showed that taking a specific combination of lycopene, selenium, and saw palmetto by mouth for 8 weeks reduced pain in men with prostate swelling and pelvic pain more significantly than saw palmetto alone (Feifer et al. 2002).Lycopene shows anticancer activity against prostate, endometrial, breast, and colon carcinomas. It inhibits human cancer cell proliferation by activation of cancer-preventive enzymes like phase II detoxification enzymes, by suppression of insulin-like growth factor-I-stimulated growth (Wang et al. 2012). It also activates antioxidant enzymes like GST, GSH, and GPx and protects from oxidative stress caused by carcinogens. It alters PI3K/AKT pathway and ERK and Bcl-2 signaling in pancreatic and gastric carcinoma cells, respectively (Singh et al. 2016b).

Purification Methods

Crystallise lycopene from CS2/MeOH, diethyl ether/pet ether, or acetone/pet ether. Also purify it by column chromatography on deactivated alumina, CaCO3, calcium hydroxide or magnesia. It is oxygen sensitive and is stored in the dark, in an inert atmosphere. Also purified like -Carotene. [Beilstein 1 III 1076, 1 IV 1165.]

Lycopene Preparation Products And Raw materials

Raw materials

Preparation Products

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Lycopene Suppliers

Shijiazhuang jianhe biotechnology co. LTD
Tel
0311-83506700 15176458905
Email
export@jh-biotech.com
Country
China
ProdList
1
Advantage
58
Nanjing Duolong Bio-tech Co.,Ltd.
Tel
18905173768
Fax
025-83263139
Email
sales@dolonchem.com
Country
China
ProdList
2295
Advantage
50
Xi'an Kono chem co., Ltd.
Tel
029-84385017-8006 15891391030
Email
info@konochemical.com
Country
China
ProdList
806
Advantage
58
Shaanxi xintianyu Biotechnology Co., Ltd.
Tel
17749282610
Fax
029-32562222
Email
3002817800@qq.com
Country
China
ProdList
1012
Advantage
58
Jiangxi ravel Biotechnology Co.,Ltd
Tel
400-880-2824 15608648206
Email
1987516016@qq.com
Country
China
ProdList
2551
Advantage
58
Shaanxi Pioneer Biotech Co., Ltd
Tel
029-86616368 18123784671
Email
sales@pioneerbiotech.com
Country
China
ProdList
500
Advantage
58
Nanjing Shangshu Biotechnology Co., Ltd
Tel
18266960953
Email
907697096@qq.com
Country
China
ProdList
3035
Advantage
58
Shaanxi xinyanghe Biotechnology Co., Ltd
Tel
18391023245
Email
1138024985@qq.com
Country
China
ProdList
793
Advantage
58
Nanjing jingzhu bio-technology Co.,Ltd
Tel
025-52794219 13140719234
Email
2498234449@qq.com
Country
China
ProdList
55
Advantage
58
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2923
Advantage
55
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View Lastest Price from Lycopene manufacturers

Hebei Yime New Material Technology Co., Ltd.
Product
Lycopene 502-65-8
Price
US $420.00/KG
Min. Order
500g
Purity
99%
Supply Ability
20t
Release date
2021-08-02
Speranza Chemical Co., Ltd.
Product
Lycopene 502-65-8
Price
US $20.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200 tons/ year
Release date
2020-03-11
Hebei Dangtong Import and export Co LTD
Product
Lycopene 502-65-8
Price
US $2432.00-2425.00/kg
Min. Order
1kg
Purity
99.99%
Supply Ability
100Tons
Release date
2023-03-06

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