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Caffeoylquinic Acid
Caffeoylquinic acids (CQA) are compounds composed of a quinic acid core, acylated with one or more caffeoyl groups. There is a positive correlation between the number of caffeoyl groups bound to quinic acid and the rate of ATP production. Compounds of this class include: * Chlorogenic acid Chlorogenic acid (CGA) is the ester of caffeic acid and (−)-quinic acid, functioning as an intermediate in lignin biosynthesis. The term "chlorogenic acids" refers to a related polyphenol family of esters, including hydroxycinnamic acids ( caf ... (3-''O''-caffeoylquinic acid or 3-CQA) * 4-''O''-caffeoylquinic acid (crypto-chlorogenic acid or 4-CQA) * 5-''O''-caffeoylquinic acid (neo-chlorogenic acid or 5-CQA) * 1,5-diCQA * 3,4-diCQA * 3,5-diCQA * 4,5-diCQA References {{Reflist ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Quinic Acid
Quinic acid is a cyclitol, a cyclic polyol, and a cyclohexanecarboxylic acid. It is a colorless solid that can be extracted from plant sources. Quinic acid is implicated in the perceived acidity of coffee. Occurrence and preparation The compound is obtained from cinchona bark, coffee beans, and the bark of ''Eucalyptus globulus''. It is a constituent of the tara tannins. ''Urtica dioica'' is another common source. It is made synthetically by hydrolysis of chlorogenic acid. Quinic acid is also implicated in the perceived acidity of coffee. History and biosynthesis This substance was isolated for the first time in 1790 by German pharmacist Friedrich Christian Hofmann in Leer from Cinchona. Its transformation into hippuric acid by animal metabolism was studied by German chemist Eduard Lautemann in 1863.Lautemann, E. (1863"Ueber die Reduction der Chinasäure zu Benzoësäure und die Verwandlung derselben in Hippursäure im thierischen Organismus"(On the reduction of quinic ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Acylated
In chemistry, acylation (or alkanoylation) is the chemical reaction in which an acyl group () is added to a compound. The compound providing the acyl group is called the acylating agent. Because they form a strong electrophile when treated with some metal catalysts, acyl halides are commonly used as acylating agents. For example, Friedel–Crafts acylation uses acetyl chloride (ethanoyl chloride or ) as the agent and aluminum chloride () as a catalyst to add an ethanoyl ( acetyl) group to benzene: The mechanism of this reaction is electrophilic aromatic substitution. Acyl halides and acid anhydrides of carboxylic acids are also commonly used acylating agents. In some cases, active esters exhibit comparable reactivity. All react with amines to form amides and with alcohols to form esters by nucleophilic acyl substitution. Acylation can be used to prevent rearrangement reactions that would normally occur in alkylation. To do this an acylation reaction is performed, then the ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Caffeic Acid
Caffeic acid is an organic compound that is classified as a hydroxycinnamic acid. This yellow solid consists of both phenolic and acrylic functional groups. It is found in all plants because it is an intermediate in the biosynthesis of lignin, one of the principal components of woody plant biomass and its residues. Natural occurrences Caffeic acid can be found in the bark of ''Eucalyptus globulus'' the barley grain ''Hordeum vulgare'' and the herb ''Dipsacus asperoides''. It can also be found in the freshwater fern ''Salvinia molesta'' and in the mushroom ''Phellinus linteus''. Occurrences in food Free caffeic acid can be found in a variety of beverages, including brewed coffee at 0.13 mg per 100 ml and red wine at 2 mg per 100 ml. It is found at relatively high levels in herbs of the mint family, especially thyme, sage and spearmint (at about 20 mg per 100 g), and in spices, such as Ceylon cinnamon and star anise (at about 22 mg per 100 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Chlorogenic Acid
Chlorogenic acid (CGA) is the ester of caffeic acid and (−)-quinic acid, functioning as an intermediate in lignin biosynthesis. The term "chlorogenic acids" refers to a related polyphenol family of esters, including hydroxycinnamic acids (caffeic acid, ferulic acid and ''p''-coumaric acid) with quinic acid. Despite the "chloro" of the name, chlorogenic acids contain no chlorine. Instead, the name comes from the Greek χλωρός (khloros, light green) and -γένος (ghenos, a suffix meaning "giving rise to"), pertaining to the green color produced when chlorogenic acids are oxidized. Structural properties Structurally, chlorogenic acid is the ester formed between caffeic acid and the 3-hydroxyl of L-quinic acid. Isomers of chlorogenic acid include the caffeoyl ester at other hydroxyl sites on the quinic acid ring: 4-''O''-caffeoylquinic acid (cryptochlorogenic acid or 4-CQA) and 5-''O''-caffeoylquinic acid (neochlorogenic acid or 5-CQA). The epimer at position 1 has not ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
5-O-caffeoylquinic Acid
Neochlorogenic acid is a natural polyphenol found in some dried fruits and other plant sources, such as peaches. It is an isomer of chlorogenic acid; both of these are members of the caffeoylquinic acid Caffeoylquinic acids (CQA) are compounds composed of a quinic acid core, acylated with one or more caffeoyl groups. There is a positive correlation between the number of caffeoyl groups bound to quinic acid and the rate of ATP production. Compound ... class of molecules. References Hydroxycinnamic acid esters Hydroxycinnamic acid glycosides Quinic acid esters Catechols Vinylogous carboxylic acids {{aromatic-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
