Leucocyanidin
Leucocyanidin is a colorless chemical compound that is a member of the class of natural products known as leucoanthocyanidins. Chemistry (+)-Leucocyanidin can be synthesized from (+)-dihydroquercetin by reduction with sodium borohydride. Molar equivalents of synthetic (2R,3S,4R or S)-leucocyanidin and (+)-catechin condense with exceptional rapidity at pH 5 under ambient conditions to give the all-''trans''- ,8 and ,6bi- +)-catechins( procyanidins B3, B6) the all-''trans''- ,8:4,8 and ,8:4,6tri- +)-catechins(procyanidin C2 and isomer). Metabolism Leucocyanidin oxygenase uses leucocyanidin, 2-oxoglutarate, and O2 to produce ''cis''-dihydroquercetin, ''trans''-dihydroquercetin (taxifolin), succinate, CO2, and H2O. Leucoanthocyanidin reductase (LAR or leucocyanidin reductase LCR) uses (2''R'',3''S'')-catechin, NADP+, and H2O to produce 2,3-''trans''-3,4-cis-leucocyanidin, NADPH, and H+. Its gene expression has been studied in developing grape berries and grapevine leaves ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Anthocyanidin Synthase
In enzymology, a leucocyanidin oxygenase () is an enzyme that catalyzes the chemical reaction :leucocyanidin + 2-oxoglutarate + O2 \rightleftharpoons cis- and trans-dihydroquercetins + succinate + CO2 + 2 H2O The 3 substrates of this enzyme are leucocyanidin, 2-oxoglutarate, and O2, whereas its 5 products are cis-dihydroquercetin, trans-dihydroquercetin, succinate, CO2, and H2O. This enzyme belongs to the family of oxidoreductases, specifically those acting on paired donors, with O2 as oxidant and incorporation or reduction of oxygen. The oxygen incorporated need not be derived from O2 with 2-oxoglutarate as one donor, and incorporation of one atom o oxygen into each donor. The systematic name of this enzyme class is leucocyanidin,2-oxoglutarate:oxygen oxidoreductase. This enzyme is also called leucoanthocyanidin dioxygenase (LDOX) or anthocyanidin synthase (ANS). This enzyme participates in flavonoid biosynthesis. In a broader way, leucocyanidin oxygenase uses flavan-3 ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Leucocyanidin Oxygenase
In enzymology, a leucocyanidin oxygenase () is an enzyme that catalyzes the chemical reaction :leucocyanidin + 2-oxoglutarate + O2 \rightleftharpoons cis- and trans-dihydroquercetins + succinate + CO2 + 2 H2O The 3 substrates of this enzyme are leucocyanidin, 2-oxoglutarate, and O2, whereas its 5 products are cis-dihydroquercetin, trans-dihydroquercetin, succinate, CO2, and H2O. This enzyme belongs to the family of oxidoreductases, specifically those acting on paired donors, with O2 as oxidant and incorporation or reduction of oxygen. The oxygen incorporated need not be derived from O2 with 2-oxoglutarate as one donor, and incorporation of one atom o oxygen into each donor. The systematic name of this enzyme class is leucocyanidin,2-oxoglutarate:oxygen oxidoreductase. This enzyme is also called leucoanthocyanidin dioxygenase (LDOX) or anthocyanidin synthase (ANS). This enzyme participates in flavonoid biosynthesis. In a broader way, leucocyanidin oxygenase uses flavan-3, ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Leucoanthocyanidin Reductase
In enzymology, a leucoanthocyanidin reductase () (LAR, aka leucocyanidin reductase or LCR) is an enzyme that catalyzes the chemical reaction :(2R,3S)-catechin + NADP+ + H2O \rightleftharpoons 2,3-trans-3,4-cis-leucocyanidin + NADPH + H+ The 3 substrates of this enzyme are (2R,3S)-catechin, NADP+, and H2O, whereas its 3 products are 2,3-trans-3,4-cis-leucocyanidin, NADPH, and H+. This enzyme belongs to the family of oxidoreductases, specifically those acting on CH or CH2 groups with NAD+ or NADP+ as acceptor. The systematic name of this enzyme class is (2R,3S)-catechin:NADP+ 4-oxidoreductase. This enzyme is also called leucocyanidin reductase. This enzyme participates in flavonoid biosynthesis. The enzyme can be found in the plant '' Hedysarum sulphurescens'' and in ''Vitis vinifera ''Vitis vinifera'', the common grape vine, is a species of flowering plant, native to the Mediterranean region, Central Europe, and southwestern Asia, from Morocco and Portugal north to ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Catechin
Catechin is a flavan-3-ol, a type of secondary metabolite providing antioxidant roles in plants. It belongs to the subgroup of polyphenols called flavonoids. The name of the catechin chemical family derives from ''catechu'', which is the tannic juice or boiled extract of ''Mimosa catechu'' (''Acacia catechu'' L.f). Chemistry Catechin possesses two benzene ring Benzene is an organic chemical compound with the molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar ring with one hydrogen atom attached to each. Because it contains only carbon and hydrogen atom ...s (called the A- and B-rings) and a dihydropyran heterocycle (the C-ring) with a hydroxyl group on carbon 3. The A-ring is similar to a resorcinol moiety while the B-ring is similar to a catechol moiety. There are two chirality (chemistry), chiral centers on the molecule on carbons 2 and 3. Therefore, it has four diastereoisomers. Two of the isomers are in trans configura ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Procyanidin B3
Procyanidin B3 is a B type proanthocyanidin. Procyanidin B3 is a catechin dimer (catechin-(4α→8)-catechin). Natural occurrences It can be found in red wine, in barley, in beer, in peach or in '' Jatropha macrantha'', the Huanarpo Macho. Health effects It has been identified as a hair-growth stimulant. Chemical synthesis Molar equivalents of synthetic (2R,3S,4R or S)- leucocyanidin and (+)-catechin condense with exceptional rapidity at pH 5 under ambient conditions to give the all-trans- ,8 and ,6bi- +)-catechins(procyanidins B3, B6) the all-trans- ,8:4,8 and ,8:4,6tri- +)-catechins(procyanidin C2 and isomer). See also * Phenolic content in wine The phenolic content in wine refers to the phenolic compounds—natural phenol and polyphenols—in wine, which include a large group of several hundred chemical compounds that affect the taste, color and mouthfeel of wine. These compounds include ... References Procyanidin dimers {{Aromatic-stub ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Procyanidin B6
Procyanidin B6 is a B type proanthocyanidin. Procyanidin B6 is a catechin-(4α→6)-catechin dimer. It can be found in grape seeds and in beer. Chemical synthesis Molar equivalents of synthetic (2R,3S,4R or S)- and (+)- condense with exceptional rapidity at pH 5 under ambient conditions to give the all-trans- ,8 and ,6bi- +)-catechins([...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Procyanidin C2
Procyanidin C2 is a B type proanthocyanidin trimer, a type of condensed tannin. Natural occurrences Procyanidin C2 is found in grape seeds (''Vitis vinifera'') and wine, in barley (''Hordeum vulgare''), malt and beer, in ''Betula spp.'', in ''Pinus radiata'', in '' Potentilla viscosa'', in ''Salix caprea'' or in ''Cryptomeria japonica''. The contents in barley grain of trimeric proanthocyanidins, including procyanidin C2, range from 53 to 151 μg catechin equivalents/g. Possible health uses Proanthocyanidin oligomers, extracted from grape seeds, have been used for the experimental treatment of androgenic alopecia. When applied topically, they promote hair growth ''in vitro'', and induce anagen ''in vivo''. Procyanidin C2 is the subtype of extract most effective. Experiments showed that both procyanidin C2 and Pycnogenol (French maritime pine bark extract) increase TNF-α secretion in a concentration- and time-dependent manner. These results demonstrate that procyanidins ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Dihydroquercetin
Taxifolin (5,7,3',4'-flavan-on-ol), also known as dihydroquercetin, belongs to the subclass flavanonols in the flavonoids, which in turn is a class of polyphenols. Stereocenters Taxifolin has two stereocenters on the C-ring, as opposed to quercetin which has none. For example, (+)-taxifolin has (2R,3R)-configuration, making it 1 out of 4 stereoisomers that comprise 2 pairs of enantiomers. Natural occurrences Taxifolin is found in non-glutinous rice boiled with adzuki bean (adzuki-meshi). It can be found in conifers like the Siberian larch, ''Larix sibirica'', in Russia, in ''Pinus roxburghii'', in ''Cedrus deodara'' and in the Chinese yew, '' Taxus chinensis var. mairei''. It is also found in the silymarin extract from the milk thistle seeds. Taxifolin is present in vinegars aged in cherry wood. Taxifolin, and flavonoids in general, can be found in many beverages and products. Specifically, taxifolin is found in plant-based foods like fruit, vegetables, wine, tea, and coco ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Hedysarum Sulfurescens
''Hedysarum sulphurescens'', the yellow sweetvetch or white sweetvetch, is a perennial herb species. Leucocyanidin reductase (LCR) uses 2,3-trans-3,4-cis-leucocyanidin to produce (+)-catechin and is the first enzyme in the proanthocyanidins (PA)-specific pathway. Its activity has been measured in leaves, flowers, and seeds of ''H. sulfurescens''. See also * List of Canadian plants by family F ''Main page:'' List of Canadian plants by family Families: List of Canadian plants by family A, A , List of Canadian plants by family B, B , List of Canadian plants by family C, C , List of Canadian plants by family D, D , List of Canadian ... External links References Hedysareae {{Faboideae-stub ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Hypericum Perforatum
''Hypericum perforatum'', known as St. John's wort, is a flowering plant in the family Hypericaceae and the type species of the genus ''Hypericum''. Possibly a hybrid between '' H. maculatum'' and '' H. attenuatum'', the species can be found across temperate areas of Eurasia and has been introduced as an invasive weed to much of North and South America, as well as South Africa and Australia. While the species is harmful to livestock and can interfere with prescription drugs, it has been used in folk medicine over centuries, and remains commercially cultivated in the 21st century. Hyperforin, a phytochemical constituent of the species, is under basic research for possible therapeutic properties. Description ''Hypericum perforatum'' is an herbaceous perennial plant with extensive, creeping rhizomes. Its reddish stems are erect and branched in the upper section, and can grow up to high. The stems are woody near their base and may appear jointed from leaf scars. The branche ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Asimina Triloba
''Asimina triloba'', the American papaw, pawpaw, paw paw, or paw-paw, among many regional names, is a small deciduous tree native to the eastern United States and Canada, producing a large, yellowish-green to brown fruit. ''Asimina'' is the only temperate genus in the tropical and subtropical flowering plant family Annonaceae, and ''Asimina triloba'' has the most northern range of all. Well-known tropical fruits of different genera in family Annonaceae include the custard-apple, cherimoya, Sugar-apple, sweetsop, ylang-ylang, and soursop. The pawpaw is a cloning, patch-forming (clonal) understory tree of hardwood forests, which is found in well-drained, deep, fertile bottomland and also hilly upland habitat. It has large, simple leaves with drip tips, more characteristic of plants in tropical rainforest, tropical rainforests than within this species' temperate climate, temperate range. Pawpaw fruits are the largest edible fruit Indigenous (ecology), indigenous to the United State ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Humulus Lupulus
''Humulus lupulus'', the common hop or hops, is a species of flowering plant in the hemp family Cannabinaceae, native to Europe, western Asia and North America. It is a perennial, herbaceous climbing plant which sends up new shoots in early spring and dies back to a cold-hardy rhizome in autumn. It is dioecious (having separate male and female plants). As the female cone-shaped flowers (hops) are used to preserve and flavor beer, the species is widely cultivated by the brewing industry. Description ''Humulus lupulus'' is a perennial herbaceous plant up to tall, living up to 20 years. It has simple leaves with 3–5 deep lobes that can be opposite or alternate. The species is triggered by the longer summer days to flower, usually around July or August. The plant is dioecious, with male and female flowers on separate plants. The fragrant flowers are wind-pollinated. The staminate (male) flowers do not have petals, while the pistillate (female) flowers have petals enveloping th ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |