Phenylpropanoid Glucosides
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Phenylpropanoid Glucosides
The phenylpropanoids are a diverse family of organic compounds that are biosynthesized by plants from the amino acids phenylalanine and tyrosine in the shikimic acid pathway. Their name is derived from the six-carbon, aromatic phenyl group and the three-carbon propene tail of coumaric acid, which is the central intermediate in phenylpropanoid biosynthesis. From 4-coumaroyl-CoA emanates the biosynthesis of myriad natural products including lignols (precursors to lignin and lignocellulose), flavonoids, isoflavonoids, coumarins, aurones, stilbenes, catechin, and phenylpropanoids. The coumaroyl component is produced from cinnamic acid. Phenylpropanoids are found throughout the plant kingdom, where they serve as essential components of a number of structural polymers, provide protection from ultraviolet light, defend against herbivores and pathogens, and also mediate plant-pollinator interactions as floral pigments and scent compounds. Hydroxycinnamic acids Phenylalanine is ...
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4-Coumaroyl-CoA
Coumaroyl-coenzyme A is the thioester of coenzyme-A and coumaric acid. Coumaroyl-coenzyme A is a central intermediate in the biosynthesis of myriad natural products found in plants. These products include Monolignol, lignols (precursors to lignin and lignocellulose), flavonoids, isoflavonoids, coumarins, aurones, stilbenes, catechin, and other phenylpropanoids. Biosynthesis and significance It is generated in nature from phenylalanine, which is converted by Phenylalanine ammonia-lyase, PAL to trans-cinnamate. Trans-cinnamate is hydroxylated by trans-cinnamate 4-monooxygenase to give 4-hydroxycinnamate (i.e, coumarate). Coumarate is condensed with coenzyme-A in the presence of 4-coumarate-CoA ligase: :ATP + 4-coumarate + CoA \rightleftharpoons AMP + diphosphate + 4-coumaroyl-CoA. Enzymes using Coumaroyl-Coenzyme A * Anthocyanin 3-O-glucoside 6''-O-hydroxycinnamoyltransferase * Anthocyanin 5-aromatic acyltransferase * Chalcone synthase * 4-Coumarate-CoA ligase * 6'-Deoxychalcon ...
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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 rings (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 configuration, ''trans'' configuration and are called ''catechin'' and the other two are in cis configuration, ''cis'' configuration and are called ''epicatechin''. The most common catechin isomer is (+)-catechin. The other stereoisomer is (−)-catechin or ''en ...
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Methylation
Methylation, in the chemistry, chemical sciences, is the addition of a methyl group on a substrate (chemistry), substrate, or the substitution of an atom (or group) by a methyl group. Methylation is a form of alkylation, with a methyl group replacing a hydrogen#Compounds, hydrogen atom. These terms are commonly used in chemistry, biochemistry, soil science, and biology. In biological systems, methylation is Catalysis, catalyzed by enzymes; such methylation can be involved in modification of heavy metals, regulation of gene expression, regulation of Protein#Functions, protein function, and RNA processing. ''In vitro'' methylation of tissue samples is also a way to reduce some histology#Histological Artifacts, histological staining artifacts. The reverse of methylation is demethylation. In biology In biological systems, methylation is accomplished by enzymes. Methylation can modify heavy metals and can regulate gene expression, RNA processing, and protein function. It is a key pro ...
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Hydroxylation
In chemistry, hydroxylation refers to the installation of a hydroxyl group () into an organic compound. Hydroxylations generate alcohols and phenols, which are very common functional groups. Hydroxylation confers some degree of water-solubility. Hydroxylation of a hydrocarbon is an oxidation, thus a step in degradation. Biological hydroxylation In biochemistry, hydroxylation reactions are often facilitated by enzymes called hydroxylases. These enzymes insert an O atom into a bond. Typical stoichiometries for the hydroxylation of a generic hydrocarbon are these: : : Since itself is a slow and unselective hydroxylating agent, catalysts are required to accelerate the pace of the process and to introduce selectivity. Hydroxylation is often the first step in the degradation of organic compounds in air. Hydroxylation is important in detoxification since it converts lipophilic compounds into water-soluble (hydrophilic) products that are more readily removed by the kidneys or liver ...
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Phenylalanine/tyrosine Ammonia-lyase
Phenylalanine/tyrosine ammonia-lyase (EC 4.3.1.25, PTAL, bifunctional PAL) is an enzyme with systematic name L-phenylalanine(or L-tyrosine):''trans''-cinnamate(or ''trans-p''-hydroxycinnamate) ammonia-lyase. This enzyme catalyses the following chemical reaction : (1) L-phenylalanine \rightleftharpoons ''trans''-cinnamate + NH3 : (2) L- tyrosine -Tyrosine or tyrosine (symbol Tyr or Y) or 4-hydroxyphenylalanine is one of the 20 standard amino acids that are used by cells to synthesize proteins. It is a conditionally essential amino acid with a polar side group. The word "tyrosine" is ... \rightleftharpoons ''trans-p''-hydroxycinnamate + NH3 This enzyme is a member of the aromatic amino acid lyase family. References External links * {{DEFAULTSORT:Phenylalanine tyrosine ammonia-lyase EC 4.3.1 ...
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P-Coumaric Acid
''p''-Coumaric acid is an organic compound with the formula HOC6H4CH=CHCO2H. It is one of the three isomers of coumaric acid. It is a white solid that is only slightly soluble in water but very soluble in ethanol and diethyl ether. Natural occurrences It is a precursor to many natural products, especially Monolignol, lignols, precursors to the woody mass that comprise many plants. Of the myriad occurrences, ''p''-coumaric acid can be found in ''Gnetum cleistostachyum''. In food ''p''-Coumaric acid can be found in a wide variety of edible plants and fungi such as peanuts, navy beans, tomatoes, carrots, basil and garlic. It is found in wine and vinegar. It is also found in barley grain. ''p''-Coumaric acid from pollen is a constituent of honey. Derivatives p-Coumaric acid glucoside, ''p''-Coumaric acid glucoside can also be found in commercial breads containing flaxseed. Diesters of ''p''-coumaric acid can be found in carnauba wax. Biosynthesis It is biosynthesized from c ...
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Monocotyledonous
Monocotyledons (), commonly referred to as monocots, ( Lilianae ''sensu'' Chase & Reveal) are flowering plants whose seeds contain only one embryonic leaf, or cotyledon. A monocot taxon has been in use for several decades, but with various ranks and under several different names. The APG IV system recognises its monophyly but does not assign it to a taxonomic rank, and instead uses the term "monocots" to refer to the group. Monocotyledons are contrasted with the dicotyledons, which have two cotyledons. Unlike the monocots however, the dicots are not monophyletic and the two cotyledons are instead the ancestral characteristic of all flowering plants. Botanists now classify dicots into the eudicots ("true dicots") and several basal lineages from which the monocots emerged. The monocots are extremely important economically, culturally, and ecologically, and make up a majority of plant biomass used in agriculture. Common crops such as dates, onions, garlic, rice, wheat, maize, and ...
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Phenylalanine Ammonia-lyase
The enzyme phenylalanine ammonia lyase (EC 4.3.1.24) catalysis, catalyzes the conversion of L-phenylalanine to ammonia and cinnamic acid, ''trans''-cinnamic acid.: :L-phenylalanine = ''trans''-cinnamate + NH3 Phenylalanine ammonia lyase (PAL) is the first and committed step in the Phenylpropanoids metabolism, phenyl propanoid pathway and is therefore involved in the biosynthesis of the polyphenol compounds such as flavonoids, phenylpropanoids, and lignin in plants. Phenylalanine ammonia lyase is found widely in plants, as well as some bacteria, yeast, and fungi, with isoenzymes existing within many different species. It has a molecular mass in the range of 270–330 kilodalton, kDa. The activity of PAL is induced dramatically in response to various stimuli such as tissue wounding, pathogenic attack, light, low temperatures, and plant hormone, hormones. PAL has recently been studied for possible therapeutic benefits in humans afflicted with phenylketonuria. It has also been ...
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Enzyme
An enzyme () is a protein that acts as a biological catalyst by accelerating chemical reactions. The molecules upon which enzymes may act are called substrate (chemistry), substrates, and the enzyme converts the substrates into different molecules known as product (chemistry), products. Almost all metabolism, metabolic processes in the cell (biology), cell need enzyme catalysis in order to occur at rates fast enough to sustain life. Metabolic pathways depend upon enzymes to catalyze individual steps. The study of enzymes is called ''enzymology'' and the field of pseudoenzyme, pseudoenzyme analysis recognizes that during evolution, some enzymes have lost the ability to carry out biological catalysis, which is often reflected in their amino acid sequences and unusual 'pseudocatalytic' properties. Enzymes are known to catalyze more than 5,000 biochemical reaction types. Other biocatalysts include Ribozyme, catalytic RNA molecules, also called ribozymes. They are sometimes descr ...
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Plant-pollinator Interactions
A pollination network is a bipartite mutualistic network in which plants and pollinators are the nodes, and the pollination interactions form the links between these nodes. The pollination network is bipartite as interactions only exist between two distinct, non-overlapping sets of species, but not within the set: a pollinator can never be pollinated, unlike in a predator-prey network where a predator can be depredated. A pollination network is two-modal, i.e., it includes only links connecting plant and animal communities. Nested structure of pollination networks A key feature of pollination networks is their nested design. A study of 52 mutualist networks (including plant-pollinator interactions and plant-seed disperser interactions) found that most of the networks were nested. This means that the core of the network is made up of highly connected generalists (a pollinator that visits many different species of plant), while specialized species interact with a subset of the ...
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Pathogen
In biology, a pathogen (, "suffering", "passion" and , "producer of"), in the oldest and broadest sense, is any organism or agent that can produce disease. A pathogen may also be referred to as an infectious agent, or simply a Germ theory of disease, germ. The term ''pathogen'' came into use in the 1880s. Typically, the term ''pathogen'' is used to describe an ''infectious'' microorganism or agent, such as a virus, bacterium, protozoan, prion, viroid, or fungus. Small animals, such as helminths and insects, can also cause or Transmission (medicine), transmit disease. However, these animals are usually referred to as parasites rather than pathogens. The scientific study of microscopic organisms, including microscopic pathogenic organisms, is called microbiology, while parasitology refers to the scientific study of parasites and the organisms that host them. There are several pathways through which pathogens can invade a host. The principal pathways have different episodic time ...
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