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Sinapine
Sinapine is an alkaloidal amine found in some seeds, particularly oil seeds of plants in the family Brassicaceae. It is the choline ester of sinapic acid. Sinapine was discovered by Étienne-Ossian Henry in 1825. Occurrence Sinapine typically occurs in the outer seed coat of oil crops and is plentiful in some types of press cake leftover after vegetable oil extraction. Typical oil seed cake residues high in sinapine include '' Brassica juncea'' (1.22% by mass), and rapeseed (0.39-1.06% by mass). Isolation The typical protocol for extracting Sinapine from seed cakes entails defatting the cake with hexane via a Soxhlet apparatus followed by extraction with 70% methanol held at 75 °C. Metabolism Sinapine esterase is an enzyme whose two substrates are sinapine and H2O and whose two products are sinapic acid and choline. Sinapoylglucose—choline O-sinapoyltransferase is an enzyme whose two substrates are 1-''O''-sinapoyl-β-D-glucose and choline, whereas its two p ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Sinapinic Acid
Sinapinic acid, or sinapic acid (Sinapine - Origin: L. Sinapi, sinapis, mustard, Gr., cf. F. Sinapine.), is a small naturally occurring hydroxycinnamic acid. It is a member of the phenylpropanoid family. It is a commonly used matrix in MALDI mass spectrometry. It is a useful matrix for a wide variety of peptides and proteins. It serves well as a matrix for MALDI due to its ability to absorb laser radiation and to also donate protons (H+) to the analyte of interest. Sinapic acid can form dimers with itself (one structure) and ferulic acid (three different structures) in cereal cell walls and therefore may have a similar influence on cell-wall structure to that of the diferulic acids. Sinapine is an alkaloidal amine found in black mustard seeds. It is considered a choline ester of sinapinic acid. Natural occurrences Sinapinic acid can be found in wine, vinegar, and black plums. Metabolism Sinapate 1-glucosyltransferase is an enzyme that uses UDP-glucose and sinapate to ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Sinapine Esterase
The enzyme sinapine esterase (EC 3.1.1.49) catalysis, catalyzes the reaction :sinapoylcholine + H2O \rightleftharpoons sinapate + choline This enzyme belongs to the family of hydrolases, specifically those acting on carboxylic ester bonds. The List of enzymes, systematic name of this enzyme class is sinapoylcholine sinapohydrolase. This enzyme is also called aromatic choline esterase. This enzyme participates in phenylpropanoid biosynthesis. References * EC 3.1.1 Enzymes of unknown structure {{3.1-enzyme-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Canolol
Canolol is a phenolic compound found in crude canola oil. It is produced by decarboxylation of sinapic acid during canola seed roasting. See also *Phenolic content in wine *Syringaldehyde *Syringol *Syringic acid * Acetosyringone *Sinapyl alcohol * Sinapaldehyde *Sinapinic acid Sinapinic acid, or sinapic acid (Sinapine - Origin: L. Sinapi, sinapis, mustard, Gr., cf. F. Sinapine.), is a small naturally occurring hydroxycinnamic acid. It is a member of the phenylpropanoid family. It is a commonly used matrix in MALDI mas ... * Sinapine References O-methylated natural phenols Vinyl compounds Vegetable oils {{phenol-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Étienne-Ossian Henry
Étienne-Ossian Henry (27 November 1798 in Paris – 26 August 1873) was a French chemist, son of Noël-Étienne Henry (1769–1832), and trained by his father, who was director of the Central Pharmacy of the Parisian hospitals and professor in the School of Pharmacy. In 1824, he became director of the chemical laboratory of the Academy of Medicine. He discovered sinapin and studied mineral waters, the milk of various animals, nicotine, and tannin. In 1827, with Auguste-Arthur Plisson, who had studied under his father, he discovered aspartic acid. In 1845, he invented the first true burette A burette (also spelled buret) is a graduated glass tube with a tap at one end, for delivering known volumes of a liquid, especially in titrations. It is a long, graduated glass tube, with a stopcock at its lower end and a tapered capillary tub ... for titration, which is a widely used device in analytical chemistry and related fields. His son was Emmanuel-Ossian Henry (1826-1867 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Sinapaldehyde
Sinapaldehyde is an organic compound with the formula HO(CH3O)2C6H2CH=CHCHO. It is a derivative of cinnamaldehyde, featuring one hydroxy group and two methoxy groups as substituents. It is an intermediate in the formation of sinapyl alcohol, a lignol that is a major precursor to lignin. Biosynthetic role In sweetgum (''Liquidambar styraciflua''), sinapaldehyde arises in two steps from coniferyl aldehyde beginning with hydroxylation mediated by coniferyl aldehyde 5-hydroxylase. The diphenol is then methylated at the 5-OH by the action of caffeate ''O''-methyltransferase. Sinapaldehyde is reduced to the alcohol by the action of dehydrogenase enzymes. In ''Arabidopsis thaliana'', the enzyme dihydroflavonol 4-reductase uses NADP+ to reduce sinapaldehyde to sinapyl alcohol. It is found in '' Senra incana'' (Hibisceae). It is a low molecular weight phenol that is susceptible to extraction from cork stoppers into wine.Polyphenolic Composition of ''Quercus suber'' Cork from Differe ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Sinapyl Alcohol
Sinapyl alcohol is an organic compound structurally related to cinnamic acid. It is biosynthetized via the phenylpropanoid biochemical pathway, its immediate precursor being sinapaldehyde. This phytochemical is one of the monolignols, which are precursor to lignin or lignans. It is also a biosynthetic precursor to various stilbenoids and coumarins. See also * Sinapinic acid *Syringol *Syringaldehyde *Syringic acid * Acetosyringone * Sinapine * Canolol *Phenolic content in wine Phenolic compounds— natural phenol and polyphenols—occur naturally in wine. These include a large group of several hundred chemical compounds that affect the taste, color and mouthfeel of wine. These compounds include phenolic acids, stilb ... References {{DEFAULTSORT:Sinapyl Alcohol Monolignols Ethers ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Acetosyringone
Acetosyringone is a phenolic natural product and a chemical compound related to acetophenone and 2,6-dimethoxyphenol. It was first described in relation to lignan/phenylpropanoid-type phytochemicals, with isolation from a variety of plant sources, in particular, in relation to wounding and other physiologic changes. Occurrence and biological role Historically, this substance has been best known for its involvement in plant-pathogen recognition, especially its role as a signal attracting and transforming unique, oncogenic bacteria in genus ''Agrobacterium''. The ''virA'' gene on the Ti plasmid of ''Agrobacterium tumefaciens'' and the Ri plasmid of '' Agrobacterium rhizogenes'' is used by these soil bacteria to infect plants, via its encoding for a receptor for acetosyringone and other phenolic phytochemicals exuded by plant wounds. This compound also allows higher transformation efficiency in plants, as shown in ''A. tumefaciens''-mediated transformation procedures, and so is ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Syringic Acid
Syringic acid is a naturally occurring phenolic compound and dimethoxybenzene that is commonly found as a plant metabolite. Natural occurrence Syringic acid can be found in several plants including '' Ardisia elliptica'' and ''Schumannianthus dichotomus''. It is biosynthesized by the shikimic acid pathway in plants. Synthesis Syringic acid can be prepared by selectively hydrolyzing ( demethylating) eudesmic acid with 20% sulfuric acid. Presence in food Syringic acid can be found in several fruits including olives, dates, spices, pumpkin, grapes, acai palm, honey, red wine, among others. Its presence in the ancient Egyptian drink shedeh could confirm it was made out of grape, as syringic acid is released by the breakdown of the compound malvidin, also found in red wine. It is also found in vinegar. Applications Various studies have found syringic acid to have potentially useful properties such as anti-oxidant, anti-microbial, anti-inflammation, anti-cancer, a ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Syringol
Syringol is the organic compound with the formula HO(CH3O)2C6H3. The molecule is a phenol, with methoxy groups in the flanking (2 and 6) positions. It is the symmetrically dimethylated derivative of pyrogallol. It is a colorless solid, although typical samples are brown owing to air-oxidized impurities. Together with guaiacol, syringol and its derivatives are produced by the pyrolysis of lignin. Specifically, syringol is derived from the thermal decomposition of the sinapyl alcohol component. As such, syringol is an important component of wood smoke. Syringyl/guaiacyl ratio Lignin, comprising a major fraction of biomass, is sometimes classified according to the syringyl component. Pyrolysis of lignin derived from sinapyl alcohol affords syringol. The conversion involves replacement of the propenyl alcohol substituent of the sinapyl alcohol by hydrogen. A high syringyl (or S) content is indicative of lignin from angiosperms. In contrast, pyrolysis of lignin from gymn ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Syringaldehyde
Syringaldehyde is an organic compound that occurs in trace amounts widely in nature. Some species of insects use syringaldehyde in their chemical communication systems. ''Scolytus multistriatus'' uses it as a signal to find a host tree during oviposition. Because it contains many functional groups, it can be classified in many ways - aromaticity, aromatic, aldehyde, phenol. It is a colorless solid (impure samples appear yellowish) that is soluble in ethanol, alcohol and polar organic solvents. Its refractive index is 1.53. Natural sources Syringaldehyde can be found naturally in the wood of spruce and maple trees. Syringaldehyde is also formed in oak barrels and extracted into whisky, which it gives spicy, smoky, hot and smoldering wood aromas. Preparation This compound may be prepared from syringol by the Duff reaction: : See also *Phenolic content in wine *Syringol *Syringic acid *Acetosyringone *Sinapyl alcohol *Sinapinic acid *Sinapaldehyde *Sinapine *Canolol {{Div ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
