CAS: 465-42-9; Capsanthin

该化合物是一种天然的焦素色素,主要见于红色辣椒(Capsicum annuum),是其富有活力的红色.作为红色,它具有很强的抗氧化性特性,在食品,化妆品和制药工业中广泛使用.其主要优势包括热光下高度稳定,适合需要较长的储存寿命的应用.卡潘廷也显示出了潜在的健康利益,如防炎和视觉支持效应,因为其自由的激进清扫活动.在工业上,它被看成天然色素(E160c),比合成替代品的强度更高.该化合物通常通过溶剂或超临界二氧化碳方法提取,确保高纯度用于商业用途.

结构式图片

上下游产品

CAS号118829-40-6 (R)-4-ethynyl-3... | CAS号395089-68-6 ethyl (2E,4E)-5... | CAS号395089-69-7 ethyl (2E,4E)-5... | CAS号395089-70-0 (2E,4E)-ethyl 5... | CAS号6033-82-5 (3R,3'S,5'R)-3,... | CAS号80779-34-6 ne°Capsanthin B''

合成工艺路线路线简述

  • 合成目标产物 Capsanthin 主要起始原料 2,4-Pentadienoic Acid, 5-[(4R)-4-Hydroxy-2,6,6-Trimethyl-1-Cyclohexen-1-Yl]-3-Methyl-, Ethyl Ester, (2E,4E)-
  • (文献来源)合成步骤主要原料 2,4-Pentadienoic Acid, 5-[(4R)-4-Hydroxy-2,6,6-Trimethyl-1-Cyclohexen-1-Yl]-3-Methyl-, Ethyl Ester, (2E,4E)-
环氧玉米黄素 反应生成 辣椒红
参考文献:Characterization Of Plant Carotenoid Cyclases As Members Of The Flavoprotein Family Functioning With No Net Redox Change
标题:Characterization Of Plant Carotenoid Cyclases As Members Of The Flavoprotein Family Functioning With No Net Redox Change
摘要:类胡萝卜素生物合成的后续步骤涉及环状类胡萝卜素的形成.反应由番茄红素β-环化酶(lcy-B)催化,将番茄红素转化为β-胡萝卜素,并由辣椒红素-辣椒红色素合成酶(ccs)催化,主要用于合成K-环状类胡萝卜素(辣椒红素和辣椒红色素),但也具有lcy-B活性.虽然植物lcy-B和ccs的肽序列包含一个假定的二核苷酸结合基序,但人们认为这两种类胡萝卜素环化酶通过原子激活和稳定所得到的碳离子中间体进行反应.使用辣椒(capsicum Annuum)ccs作为典型的类胡萝卜素环化酶,我们证明单体蛋白质含有一个非共价结合的黄素腺嘌呤二核苷酸(fad),仅在存在nadph时才对酶活性起到必要作用,Nadph作为fad还原剂.反应进行时,没有从二核苷酸辅因子向β-胡萝卜素或辣椒红素的氢转移.使用定点突变技术,鉴定了可能参与原子激活的氨基酸.在辣椒ccs或lcy-B的保守293-Fleet-297基序中,将谷氨酸-295替换为丙氨酸,赖氨酸和精氨酸,可消除β-胡萝卜素和K-环状类胡萝卜素的形成.我们还发现,在结构不同的细菌lcy-B的194-Liedt-198区域中,相当的谷氨酸-196的突变可消除β-胡萝卜素的形成.本文数据揭示了植物类胡萝卜素环化酶是新型酶,结合了非金属辅助萜类环化酶的特征和催化无净氧化还原的黄酶酶反应的特性.因此,还原形式的fad可能涉及到碳离子中间体的稳定.
DOI:10.1104/pp.110.155440

海关参考信息

专利信息


专利号:US-9707185-B2
优先权日:2007-05-07
标题 :Water-soluble nanoparticles containing water-insoluble compounds
发明人:SABLIOV CRISTINA M; ASTETE CARLOS ERNESTO
权利人:SABLIOV CRISTINA M; ASTETE CARLOS ERNESTO; BOARD OF SUPERVISORS OF LOUISANA STATE UNIV AND AGRICULTURAL AND MECH COLLEGE
摘要:Nanoparticles with entrapped, nonpolar compounds are disclosed, and a method for their synthesis. The nanoparticles are readily dissolved or dispersed in water. For example, the entrapped nonpolar compounds may include pharmaceutically-active compounds, or natural colorants. The nanoparticles have a nonpolar compound core, an intermediate surfactant layer, and an outer crosslinked polymeric protective layer. In a prototype example, alginic acid nanoparticles were prepared with beta-carotene entrapped in the core, with lecithin as the intermediate surfactant layer. In an alternative embodiment, a layer-by-layer assembly technique may be used to entrap the colorant within nanoparticles.

专利号:US-2004171822-A1
优先权日:2001-01-12
标题:Methods for determining ring number in carotenoids by lycopene epsilon-cyclasses and uses thereof
发明人:CUNNINGHAM JR FRANCIS X; GANTT ELISABETH
摘要:The invention relates to methods for mapping and characterizing catalytic domains in enzymes, preferably plant enzymes and those enzymes within the carotene synthesis family and more specifically ε-cyclase enzymes regulating formation of ε,ε-carotene. The methods include reverse PCR and site-directed mutagenesis for generating chimera and truncations or site-directed mutations of enzymes, respectively. These chimera, truncations or site directed mutants of ε-cyclase enzymes are useful in the characterization of the sequence residues conferring catalytic domains for the enzymes, and more specifically, the identification of single residues regulating catalytic activity for enzymes that are important in plant growth and photosynthesis. Chimeric enzymes generated by the methods of the invention can also be used to create transgenci hosts which are augmentated in their expression of specific carotene products.

专利号:US-7763292-B2
优先权日:2004-05-10
标题 :Cancer cell growth inhibition by black bean (Phaseolus vulgaris L) extracts
发明人:GUTIERREZ-URIBE JANET A; SERNA-SALDIVAR SERGIO R O; MORENO-CUEVAS JORGE E; HERNANDEZ-BRENES CARMEN; GUAJARDO-TOUCHE ELSA M
权利人:INST TECHNOLOGICO Y DE ESTUDIO
摘要:This invention relates to processes or methods for the production of compositions comprising extracts of black beans containing phenolics, such as polyphenols, flavonoids, and tannins, phytosterols, and triterpenoids such as saponins and other natural products with proven antioxidant capacity, colorant capacity, and uses thereof, e.g., as antioxidants, nutritional supplements, as food, cosmetic or pharmaceutical antioxidants or colorants, as antineoplastic or anti-cancer or anti-tumor preparations, e.g., to treat, prevent and/or inhibit cancers or cancer cell growth, such as hormone dependent or hormone independent tumors or cancers or cancer cells. such as mammalian mammary, prostate, colon, hepatic, leukemia cancer or cancer cell growth, as active ingredient(s) in compositions for lowering cholesterol or lowering oxidation of LDL or for inhibiting cholesterol synthesis (or the enzyme therefor), as an active ingredient(s) in compositions, e.g., nutritional supplements.

专利号:EP-1681060-B1
优先权日:2005-01-15
标 题:Improved process for obtaining carotene and carotenoids from algae or cyanobacteria
发明人:JOHANNISBAUER WILHELM DR; MAHNKE EIKE ULF DR; SANDER ANDREAS DR; WEISS ALBRECHT DR; PULZ OTTO DR DR H C; FRANKE HORST
权利人:COGNIS IP MAN GMBH
摘要:Suggested is a process for the production of carotenes or carotenoids from algae or cyanobacteria, comprising (a) Cultivating algae or cyanobacteria having the ability for the biosynthesis of carotenes or carotenoids under conditions suitable for optimal vegetable growth of said cells (so-called 'Green Phase'), and (b) Collecting the cells thus obtained and cultivating them further under conditions suitable for induction and accumulation of carotenoids in said cells (so-called 'Red Phase'), ncharacterised in that the light intensity in step (b) is not increased compared to step (a) and that the cultivated cells are subjected to chemical stress for the induction of the carotene or carotenoid synthesis.

专利号:CN-113045466-A
优先权日:2019-12-28
标 题:Synthesis and Application of Carotenoid Citrate

专利号:EP-0256420-A2
优先权日:1986-08-14
标题:Heteroarylethyl amines, process for their synthesis and their use in the promotion of animal performance
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主要参考文献


1: Kennedy LE, Abraham A, Kulkarni G, Shettigar N, Dave T, Kulkarni M. Capsanthin, a Plant-Derived Xanthophyll: a Review of Pharmacology and Delivery Strategies. AAPS PharmSciTech. 2021 Jul 9;22(5):203. doi: 10.1208/s12249-021-02065-z. 10(8):1780. doi: 10.3390/biomedicines10081780.
3: Shanmugham V, Subban R. Capsanthin-Loaded Micelles: Preparation, Characterization and in vitro Evaluation of Cytotoxicity Using MDA-MB-231 Breast Cancer Cell Line. Food Technol Biotechnol. 2022 Sep;60(3):350-360. doi: 10.17113/ftb.60.03.22.7405.
4: Erden Y. Capsanthin Stimulates the Mitochondrial Apoptosis-Mediated Cell Death, following DNA Damage in MCF-7 Cells. Nutr Cancer. 2021;73(4):662-670. doi: 10.1080/01635581.2020.1819347. Epub 2020 Sep 16. 69(17):5076-5085. doi: 10.1021/acs.jafc.1c00083. Epub 2021 Apr 23. 13(9):12514-12525. doi: 10.18632/aging.202925. Epub 2021 May 2.

合成参考文献


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摘要:
摘要:Franke C et al; Chemosphere 29: 1501-14 (1994)
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