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Lycopene

Lycopene
Lycopene structure
CAS No.
502-65-8
Chemical Name:
Lycopene
Synonyms
E 160d;Lycored;Lycopin;LYCOVIT;Lycopen;LYCOPENE;CI 75125;Lycoypene;LYCOSOURCE;MexorylSAQ
CBNumber:
CB5213951
Molecular Formula:
C40H56
Formula Weight:
536.87
MOL File:
502-65-8.mol

Lycopene Properties

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
form 
powder
Stability:
Heat sensitive - store at -70 C. Combustible. Incompatible with strong oxidizing agents.
Stability:
Lycopene is susceptible to chemical changes such as oxidation followed by degradation or isomerization when exposed to light, heat and oxygen. Lycopene present in tomato extract was shown to be stable under storage at 4℃ and room temperature when tested over a time period ranging from 18 to 37 months.
InChIKey
OAIJSZIZWZSQBC-BOJOQWLHSA-N
CAS DataBase Reference
502-65-8(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS)
TOMATO LYCOPENE
EWG's Food Scores
1
FDA UNII
SB0N2N0WV6
NCI Dictionary of Cancer Terms
lycopene
NCI Drug Dictionary
lycopene
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H317
Precautionary statements  P261-P272-P280-P333+P313-P362+P364-P501
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36/37/39
WGK Germany  3
8-10-23
HS Code  32030019
NFPA 704
1
0 0

Lycopene price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 36275 Lycopene, Redivivo? 10% FS, ~10% in corn oil, ≥95.0% (sum of isomers) 502-65-8 5g $910 2021-03-22 Buy
Sigma-Aldrich 1370860 Lycopene United States Pharmacopeia (USP) Reference Standard 502-65-8 500mg $1520 2020-08-18 Buy
Cayman Chemical 70945 Lycopene ≥98% 502-65-8 5mg $374 2021-03-22 Buy
Cayman Chemical 70945 Lycopene ≥98% 502-65-8 1mg $115 2021-03-22 Buy
Sigma-Aldrich L9879 Lycopene ≥90%, from tomato 502-65-8 1mg $187 2021-03-22 Buy

Lycopene Chemical Properties,Uses,Production

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.
Lycopene
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

Carotenoid antioxidant occurring in ripe fruit, especially 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.

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.

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).

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.

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


Lycopene Suppliers

Global( 452)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3623 58
Shaanxi Yikanglong Biotechnology Co., Ltd.
17791478691
yklbiotech@163.com CHINA 297 58
Nanjing Dolon Biotechnology Co.,Ltd.
18905173768
sales@dolonchem.com CHINA 2972 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 8882 55
Nanjing Finetech Chemical Co., Ltd.
025-85710122 17714198479
025-85710122 sales@fine-chemtech.com CHINA 890 55
Speranza Chemical Co., Ltd.
+8618688942810
+86-755-33122716 sophieliu@speranzachem.com CHINA 279 55
Hefei TNJ Chemical Industry Co.,Ltd.
86-0551-65418684 18949823763
86-0551-65418684 info@tnjchem.com China 3001 55
Shanxi Naipu Import and Export Co.,Ltd
+8613734021967
kaia@neputrading.com CHINA 1010 58
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 29961 58

Related articles


View Lastest Price from Lycopene manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-10-20 Lycopene
502-65-8
US $10.00 / KG 1KG 99% 20 tons Wuhan wingroup Pharmaceutical Co., Ltd
2021-10-15 Lycopene
502-65-8
US $20.00 / KG 1KG 99% 200 tons/ year Speranza Chemical Co., Ltd.
2021-09-26 Lycopene 502-65-8
502-65-8
US $25.00 / mg 20mg ≥98% 1000.00 kgs NanJing Spring & Autumn Biological Engineering CO., LTD.

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