라이코펜

라이코펜
라이코펜 구조식 이미지
카스 번호:
502-65-8
한글명:
라이코펜
동의어(한글):
라이코펜;리코펜
상품명:
Lycopene
동의어(영문):
Lycopen;JARCOPENE(TM);LYCOSOURCE;Lycopene oil;Lycoypene;Lycopene Powder;E 160d;LYCOVIT;CI 75125;Y,Y-CAROTENE
CBNumber:
CB5213951
분자식:
C40H56
포뮬러 무게:
536.87
MOL 파일:
502-65-8.mol
MSDS 파일:
SDS

라이코펜 속성

녹는점
172-173°C
끓는 점
644.94°C (rough estimate)
밀도
0.9380 (estimate)
굴절률
1.5630 (estimate)
FEMA
4110 | TOMATO LYCOPENE
저장 조건
-70°C
용해도
벤젠(약간), 클로로포름(적게), 에틸아세테이트(매우 소량), 메탄 에 용해됨
물리적 상태
가루
색상
빨간색에서 매우 어두운 빨간색까지
냄새
발사믹 냄새
?? ??
발사믹
안정성
열에 민감함 - -70C에서 보관. 가연성. 강한 산화제와 호환되지 않습니다.
InChIKey
OAIJSZIZWZSQBC-BOJOQWLHSA-N
LogP
15.19
CAS 데이터베이스
502-65-8(CAS DataBase Reference)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xi
위험 카페고리 넘버 36/37/38
안전지침서 26-36/37/39
WGK 독일 3
F 고인화성물질 8-10-23
HS 번호 32030019
그림문자(GHS): GHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H317 알레르기성 피부 반응을 일으킬 수 있음 피부 과민성 물질 구분 1 경고 GHS hazard pictograms P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
예방조치문구:
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P302+P352 피부에 묻으면 다량의 물로 씻으시오.
NFPA 704
1
0 0

라이코펜 C화학적 특성, 용도, 생산

개요

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.

화학적 성질

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.

출처

Lycopene is a carotenoid that occurs naturally in tomatoes.

용도

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.

정의

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

생산 방법

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.

일반 설명

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.

생물학적 활성

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

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.]

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