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Stenusin
Stenusin is a piperidine alkaloid molecule synthesized by rove beetles of the genus '' Stenus Latreille''. By lowering its abdomen and releasing stenusin, this genus of rove beetle are able to quickly escape predators through a process called skimming.Lusebrink, Inka; Dettner, Konrad; Seifert, Karlheinz. Biosynthesis of Stenusine. ''Journal of Natural Products''. 2008, 71 (5), 743-745. doi:10.1021/np070310w Skimming is caused by the low surface tension of stenusin, which rapidly spreads over water surfaces when emitted and allows the beetle to glide away from danger.Lusebrink, Inka; Dettner, Konrad; Seifert, Karlheinz. Stenusine, an antimicrobial agent in the rove beetle genus Stenus (Coleoptera, Staphylinidae). ''Naturwissenschaften''. 2008, 95, 751-755. Biosynthesis Stenusin is biosynthesized in the pygidial glands of Stenus Latreille, located in the last three segments of the beetles' abdomen. This molecule is the enzymatic product of several reactions that utilize L-lysi ...
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Stenusin Biosynthesis
Stenusin is a piperidine alkaloid molecule synthesized by rove beetles of the genus ''Stenus, Stenus Latreille''. By lowering its abdomen and releasing stenusin, this genus of rove beetle are able to quickly escape predators through a process called skimming.Lusebrink, Inka; Dettner, Konrad; Seifert, Karlheinz. Biosynthesis of Stenusine. ''Journal of Natural Products''. 2008, 71 (5), 743-745.doi:10.1021/np070310w Skimming is caused by the low surface tension of stenusin, which rapidly spreads over water surfaces when emitted and allows the beetle to glide away from danger.Lusebrink, Inka; Dettner, Konrad; Seifert, Karlheinz. Stenusine, an antimicrobial agent in the rove beetle genus Stenus (Coleoptera, Staphylinidae). ''Naturwissenschaften''. 2008, 95, 751-755. Biosynthesis Stenusin is biosynthesized in the Pygidium, pygidial glands of Stenus Latreille, located in the last three segments of the beetles' abdomen. This molecule is the enzymatic product of several reactions that ut ...
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Stenus
''Stenus'' is a genus of semiaquatic rove beetles in the subfamily Steninae, and one of the largest genus in the kingdom Animalia, with some 2700 known species worldwide (only the beetle genus ''Agrilus'' is comparable in size). They are predators of Collembola and other small arthropods. Adults have a protrusible labium with a sticky tip used in prey capture. To overcome the rapid escape of Collembola, the labium is protruded at high speed (1-3 ms in ''Stenus comma'') by hemolymph pressure, and immediately withdrawn (withdrawn in 30-40 ms in ''Stenus comma''), pulling the prey within the range of the mandibles. However, the labium tip does not easily stick to preys covered in scales or setae or that have a large body size. ''Stenus comma'' is more likely to catch such preys by lunging forward and grabbing them directly with its mandibles rather than using its labium. ''Stenus'' species are also known for "skimming" on the water surface using their pygidial gland secretions that ...
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Piperidine
Piperidine is an organic compound with the molecular formula (CH2)5NH. This heterocyclic compound, heterocyclic amine consists of a six-membered ring containing five methylene bridges (–CH2–) and one amine bridge (–NH–). It is a colorless liquid with an odor described as objectionable, and typical of amines. The name comes from the genus name ''Piper (genus), Piper'', which is the Latin word for Black pepper, pepper. Although piperidine is a common organic compound, it is best known as a representative structure element within many pharmaceuticals and alkaloids, such as natural-occurring Solenopsin, solenopsins. Production Piperidine was first reported in 1850 by the Scottish chemist Thomas Anderson (chemist), Thomas Anderson and again, independently, in 1852 by the French chemist Auguste André Thomas Cahours, Auguste Cahours, who named it. Both of them obtained piperidine by reacting piperine with nitric acid. Industrially, piperidine is produced by the hydrogenation o ...
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Alkaloid
Alkaloids are a class of basic, naturally occurring organic compounds that contain at least one nitrogen atom. This group also includes some related compounds with neutral and even weakly acidic properties. Some synthetic compounds of similar structure may also be termed alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and, more rarely, other elements such as chlorine, bromine, and phosphorus.Chemical Encyclopedia: alkaloids
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Alkaloids are produced by a large variety of organisms including , , Medicinal plant, plants, an ...
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Rove Beetle
The rove beetles are a family (Staphylinidae) of beetles, primarily distinguished by their short elytra (wing covers) that typically leave more than half of their abdominal segments exposed. With roughly 63,000 species in thousands of genera, the group is currently recognized as the largest extant family of organisms. It is an ancient group, with fossilized rove beetles known from the Triassic, 200 million years ago, and possibly even earlier if the genus ''Leehermania'' proves to be a member of this family. They are an ecologically and morphologically diverse group of beetles, and commonly encountered in terrestrial ecosystems. One well-known species is the devil's coach-horse beetle. For some other species, see list of British rove beetles. Anatomy As might be expected for such a large family, considerable variation exists among the species. Sizes range from <1 to , with most in the 2–8 mm range, and the form is generally elongated, with some rove beetles being ovoid i ...
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Pygidium
The pygidium (plural pygidia) is the posterior body part or shield of crustaceans and some other arthropods, such as insects and the extinct trilobites. In groups other than insects, it contains the anus and, in females, the ovipositor. It is composed of fused body segments, sometimes with a tail, and separated from thoracic segments by an articulation.Shultz, J.W. (1990). Evolutionary Morphology And Phylogeny of Arachnida. Cladistics 6: 1–38. Chelicerates In arachnids, the pygidium is formed by reduction of the last three opisthosomal segments to rings where there is no distinction between tergites and sternites. A pygidium is present in Palpigradi, Amblypygi, Thelyphonida, Schizomida, Ricinulei and in the extinct order Trigonotarbida. It is also present in early fossil representatives of horseshoe crabs. Trilobites In trilobites, the pygidium can range from extremely small (much smaller than the head, or cephalon) to larger than the cephalon. They can be smooth, as in order ...
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Lysine
Lysine (symbol Lys or K) is an α-amino acid that is a precursor to many proteins. It contains an α-amino group (which is in the protonated form under biological conditions), an α-carboxylic acid group (which is in the deprotonated −COO− form under biological conditions), and a side chain lysyl ((CH2)4NH2), classifying it as a basic, charged (at physiological pH), aliphatic amino acid. It is encoded by the codons AAA and AAG. Like almost all other amino acids, the α-carbon is chiral and lysine may refer to either enantiomer or a racemic mixture of both. For the purpose of this article, lysine will refer to the biologically active enantiomer L-lysine, where the α-carbon is in the ''S'' configuration. The human body cannot synthesize lysine. It is essential in humans and must therefore be obtained from the diet. In organisms that synthesise lysine, two main biosynthetic pathways exist, the diaminopimelate and α-aminoadipate pathways, which employ distinct e ...
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Isoleucine
Isoleucine (symbol Ile or I) is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated −NH form under biological conditions), an α-carboxylic acid group (which is in the deprotonated −COO form under biological conditions), and a hydrocarbon side chain with a branch (a central carbon atom bound to three other carbon atoms). It is classified as a non-polar, uncharged (at physiological pH), branched-chain, aliphatic amino acid. It is essential in humans, meaning the body cannot synthesize it, and must be ingested in our diet. Isoleucine is synthesized from pyruvate employing leucine biosynthesis enzymes in other organisms such as bacteria. It is encoded by the codons AUU, AUC, and AUA. Metabolism Biosynthesis As an essential nutrient, it is not synthesized in the body, hence it must be ingested, usually as a component of proteins. In plants and microorganisms, it is synthesized via several steps, startin ...
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Acetate
An acetate is a salt (chemistry), salt formed by the combination of acetic acid with a base (e.g. Alkali metal, alkaline, Alkaline earth metal, earthy, Transition metal, metallic, nonmetallic or radical Radical (chemistry), base). "Acetate" also describes the conjugate acid, conjugate base or ion (specifically, the negatively charged ion called an anion) typically found in aqueous solution and written with the chemical formula . The neutral molecules formed by the combination of the acetate ion and a ''positive'' ion (called a cation) are also commonly called "acetates" (hence, ''acetate of lead'', ''acetate of aluminum'', etc.). The simplest of these is hydrogen acetate (called acetic acid) with corresponding salts, esters, and the polyatomic ion, polyatomic anion , or . Most of the approximately 5 billion kilograms of acetic acid produced annually in industry are used in the production of acetates, which usually take the form of polymers. In nature, acetate is the most common ...
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Decarboxylation
Decarboxylation is a chemical reaction that removes a carboxyl group and releases carbon dioxide (CO2). Usually, decarboxylation refers to a reaction of carboxylic acids, removing a carbon atom from a carbon chain. The reverse process, which is the first chemical step in photosynthesis, is called carboxylation, the addition of CO2 to a compound. Enzymes that catalyze decarboxylations are called decarboxylases or, the more formal term, carboxy-lyases (Enzyme Commission number, EC number 4.1.1). In organic chemistry The term "decarboxylation" usually means replacement of a carboxyl group () with a hydrogen atom: :RCO2H -> RH + CO2 Decarboxylation is one of the oldest known organic reactions. It is one of the processes assumed to accompany pyrolysis and destructive distillation. Metal salts, especially copper compounds, facilitate the reaction via the intermediacy of metal carboxylate complexes. Decarboxylation of aryl carboxylates can generate the equivalent of the correspond ...
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Oxidative Deamination
Oxidative deamination is a form of deamination that generates α-keto acids and other oxidized products from amine-containing compounds, and occurs primarily in the liver. Oxidative deamination is stereospecific, meaning it contains different stereoisomers as reactants and products; this process is either catalyzed by L or D- amino acid oxidase and L-amino acid oxidase is present only in the liver and kidney. Oxidative deamination is an important step in the catabolism of amino acids, generating a more metabolizable form of the amino acid, and also generating ammonia as a toxic byproduct. The ammonia generated in this process can then be neutralized into urea via the urea cycle. Much of the oxidative deamination occurring in cells involves the amino acid glutamate, which can be oxidatively deaminated by the enzyme glutamate dehydrogenase (GDH), using NAD or NADP as a coenzyme. This reaction generates α-ketoglutarate (α-KG) and ammonia. Glutamate can then be regenerated from α-K ...
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Schiff Base
In organic chemistry, a Schiff base (named after Hugo Schiff) is a compound with the general structure ( = alkyl or aryl, but not hydrogen). They can be considered a sub-class of imines, being either secondary ketimines or secondary aldimines depending on their structure. The term is often synonymous with azomethine which refers specifically to secondary aldimines (i.e. where R' ≠ H). A number of special naming systems exist for these compounds. For instance a Schiff base derived from an aniline, where is a phenyl or a substituted phenyl, can be called an ''anil'', while bis-compounds are often referred to as salen-type compounds. The term Schiff base is normally applied to these compounds when they are being used as ligands to form coordination complexes with metal ions. Such complexes occur naturally, for instance in corrin, but the majority of Schiff bases are artificial and are used to form many important catalysts, such as Jacobsen's catalyst. Synthesis Schiff ...
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