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Glucan
A glucan is a polysaccharide derived from D-glucose, linked by glycosidic bonds. Glucans are noted in two forms: alpha glucans and beta glucans. Many beta-glucans are medically important. They represent a drug target for antifungal medications of the echinocandin class. Types The following are glucans (The α- and β- and numbers clarify the type of O- glycosidic bond and the specific carbons involved): Alpha * dextran, α-1,6-glucan with α-1,3-branches * floridean starch, α-1,4- and α-1,6-glucan * glycogen, α-1,4- and α-1,6-glucan * pullulan, α-1,4- and α-1,6-glucan * starch, a mixture of amylose and amylopectin, both α-1,4- and α-1,6-glucans Beta * cellulose, β-1,4-glucan * chrysolaminarin, β-1,3-glucan * curdlan, β-1,3-glucan * laminarin, β-1,3- and β-1,6-glucan * lentinan, a strictly purified β-1,6:β-1,3-glucan from '' Lentinus edodes'' * lichenin, β-1,3- and β-1,4-glucan * oat beta-glucan, β-1,3- and β-1,4-glucan * pleuran, β-1,3- a ...
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Oat Beta-glucan
Oat β-glucans are water-soluble β-glucans derived from the endosperm of oat kernels known for their dietary contribution as components of soluble fiber. Due to their property to lower serum total cholesterol and low-density lipoprotein cholesterol, and potentially reduce the risk of cardiovascular diseases, oat β-glucans have been assigned a qualified health claim by the European Food Safety Authority and the US Food and Drug Administration. History Oat products have been used for centuries for medicinal and cosmetic purposes; however, the specific role of β-glucan was not explored until the 20th century. β-glucans were first discovered in lichens, and shortly thereafter in barley. After joining Agriculture and Agri-Food Canada in 1969, Peter J Wood played an instrumental role in isolating and characterizing the structure and bioactive properties of oat β-glucan. A public interest in oat β-glucan arose after its cholesterol lowering effect was reported in 1984. In 1 ...
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Beta-glucan
Beta-glucans, β-glucans comprise a group of β-D-glucose polysaccharides (glucans) naturally occurring in the cell walls of cereals, bacteria, and fungi, with significantly differing physicochemical properties dependent on source. Typically, β-glucans form a linear backbone with 1–3 β-glycosidic bonds but vary with respect to molecular mass, solubility, viscosity, branching structure, and gelation properties, causing diverse physiological effects in animals. At dietary intake levels of at least 3 g per day, oat fiber β-glucan decreases blood levels of LDL cholesterol and so may reduce the risk of cardiovascular diseases. β-glucans are natural gums and are used as texturing agents in various nutraceutical and cosmetic products, and as soluble fiber supplements. History Cereal and fungal products have been used for centuries for medicinal and cosmetic purposes; however, the specific role of β-glucan was not explored until the 20th century. β-glucans were first disc ...
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Echinocandin
Echinocandins are a class of antifungal drugs that inhibit the synthesis of β-glucan in the fungal cell wall via noncompetitive inhibition of the enzyme 1,3-β glucan synthase. The class has been termed the "penicillin of antifungals," along with the related papulacandins, as their mechanism of action resembles that of penicillin in bacteria. β-glucans are carbohydrate polymers that are cross-linked with other fungal cell wall components, the fungal equivalent to bacterial peptidoglycan. Caspofungin, micafungin, and anidulafungin are semisynthetic echinocandin derivatives with limited clinical use due to their solubility, antifungal spectrum, and pharmacokinetic properties. Medical uses Drugs and drug candidates in this class are fungicidal against some yeasts (most species of ''Candida'', but not '' Cryptococcus'', ''Trichosporon'', and '' Rhodotorula''). Echinocandins also have displayed activity against ''Candida'' biofilms, especially in synergistic activity with ...
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Pleuran
Pleuran is an insoluble polysaccharide ( β-(1,3/1,6)-D-glucan), isolated from ''Pleurotus ostreatus''. Pleuran belongs to a group of glucose polymers commonly called beta-glucans demonstrating biological response modifier properties. These immunomodulating properties render the host more resistant to infections and neoplasms. In a study published in December 2010, pleuran demonstrated to have a protective effect against exercise-induced suppression of immune cell activity (NK cells) in subjects taking 100 mg per day. In another study published in 2011, pleuran reduced the incidence of upper respiratory tract infections and increased the number of circulating NK cells. Pleuran is also being studied as a potential immunologic adjuvant In immunology, an adjuvant is a substance that increases or modulates the immune response to a vaccine. The word "adjuvant" comes from the Latin word ''adiuvare'', meaning to help or aid. "An immunologic adjuvant is defined as any substance ...
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Curdlan
Curdlan is a water-insoluble linear beta-1,3-glucan, a high-molecular-weight polymer of glucose. Curdlan consists of β-(1,3)-linked glucose residues and forms elastic gels upon heating in aqueous suspension. It was reported to be produced by '' Alcaligenes faecalis'' var. ''myxogenes''. Subsequently, the taxonomy of this non-pathogenic curdlan-producing bacterium has been reclassified as ''Agrobacterium'' species. Extracellular and capsular polysaccharides are produced by a variety of pathogenic and soil-dwelling bacteria. Curdlan is a neutral β-(1,3)-glucan, perhaps with a few intra- or interchain 1,6-linkages, produced as an exopolysaccharide by soil bacteria of the family Rhizobiaceae. Four genes required for curdlan production have been identified in ''Agrobacterium'' sp. ATCC31749, which produces curdlan in extraordinary amounts, and '' Agrobacterium tumefaciens''. A putative operon contains crdSQ9X2V0 family GT2, ), encoding β-(1,3)-glucan synthase catalytic subunit, flan ...
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Laminarin
The molecule laminarin (also known as laminaran) is a storage glucan (a polysaccharide of glucose) found in brown algae. It is used as a carbohydrate food reserve in the same way that chrysolaminarin is used by phytoplankton, especially in diatoms. It is created by photosynthesis and is made up of β(1→3)-glucan with β(1→6)-branches. It is a linear polysaccharide, with a β(1→3):β(1→6) ratio of 3:1. Its hydrolysis is catalyzed by enzymes such as laminarinase Endo-1,3-beta-glucanase may refer to: * Endo-1,3(4)-b-glucanase, an enzyme * Glucan endo-1,3-b-D-glucosidase Glucan endo-1,3-beta-D-glucosidase (, ''endo-1,3-beta-glucanase'', ''laminarinase'', ''laminaranase'', ''oligo-1,3-glucosidase'', ''callas ... (EC 3.2.1.6) that breaks the β(1→3) bonds. It has been suggested that the annual production of algae laminarin amounts to 12 ± 8 gigatons, i.e., about three times the annual atmospheric CO2 increase by fossil fuel burning, that its concentration is driven by lig ...
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Starch
Starch or amylum is a polymeric carbohydrate consisting of numerous glucose units joined by glycosidic bonds. This polysaccharide is produced by most green plants for energy storage. Worldwide, it is the most common carbohydrate in human diets, and is contained in large amounts in staple foods such as wheat, potatoes, maize (corn), rice, and cassava (manioc). Pure starch is a white, tasteless and odorless powder that is insoluble in cold water or alcohol. It consists of two types of molecules: the linear and helical amylose and the branched amylopectin. Depending on the plant, starch generally contains 20 to 25% amylose and 75 to 80% amylopectin by weight. Glycogen, the energy reserve of animals, is a more highly branched version of amylopectin. In industry, starch is often converted into sugars, for example by malting. These sugars may be fermented to produce ethanol in the manufacture of beer, whisky and biofuel. In addition, sugars produced from processed starch are ...
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Lichenin
Lichenin, also known as lichenan or moss starch, is a complex glucan occurring in certain species of lichens. It can be extracted from ''Cetraria islandica'' (Iceland moss). It has been studied since about 1957. Structure Chemically, lichenin is a mixed-linkage glucan, consisting of repeating glucose units linked by β-1,3 and β-1,4 glycosidic bonds. Uses It is an important carbohydrate for reindeers and northern flying squirrels, which eat the lichen ''Bryoria fremontii''. It can be extracted by digesting Iceland moss in a cold, weak solution of carbonate of soda for some time, and then boiling. By this process the lichenin is dissolved and on cooling separates as a colorless jelly. Iodine imparts no color to it. Other uses of the name In his 1960 novel ''Trouble with Lichen'', John Wyndham John Wyndham Parkes Lucas Beynon Harris (; 10 July 1903 – 11 March 1969) was an English science fiction writer best known for his works published under the pen name ...
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Lentinan
Lentinan is a polysaccharide isolated from the fruit body of shiitake mushroom (''Lentinula edodes'' mycelium). Chemistry Lentinan is a β-1,3 beta-glucan with β-1,6 branching. It has a molecular weight of 500,000 Da and specific rotation of +14-22° (NaOH). Research Preclinical studies An ''in vitro'' experiment showed lentinan stimulated production of white blood cells in the human cell line U937. Lentinan is thought to be inactive in humans when given orally and is therefore administered intravenously. The authors of an ''in vivo Studies that are ''in vivo'' (Latin for "within the living"; often not italicized in English) are those in which the effects of various biological entities are tested on whole, living organisms or cells, usually animals, including humans, and ...'' study of lentinan suggested that the compound may be active when administered orally in mice. Human clinical trials Lentinan has been the subject of a limited number of clinical studies in cancer ...
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Glycosidic Bond
A glycosidic bond or glycosidic linkage is a type of covalent bond that joins a carbohydrate (sugar) molecule to another group, which may or may not be another carbohydrate. A glycosidic bond is formed between the hemiacetal or hemiketal group of a saccharide (or a molecule derived from a saccharide) and the hydroxyl group of some compound such as an alcohol. A substance containing a glycosidic bond is a glycoside. The term 'glycoside' is now extended to also cover compounds with bonds formed between hemiacetal (or hemiketal) groups of sugars and several chemical groups other than hydroxyls, such as -SR (thioglycosides), -SeR (selenoglycosides), -NR1R2 (N-glycosides), or even -CR1R2R3 (C-glycosides). Particularly in naturally occurring glycosides, the compound ROH from which the carbohydrate residue has been removed is often termed the aglycone, and the carbohydrate residue itself is sometimes referred to as the 'glycone'. S-, N-, C-, and O-glycosidic bonds Glyc ...
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Floridean Starch
Floridean starch is a type of a storage glucan found in glaucophytes and in red algae (or rhodophytes), in which it is usually the primary sink for fixed carbon from photosynthesis. It is found in grains or granules in the cell's cytoplasm and is composed of an α-linked glucose polymer with a degree of branching intermediate between amylopectin and glycogen, though more similar to the former. The polymers that make up floridean starch are sometimes referred to as "semi-amylopectin". Properties Floridean starch consists of a polymer of glucose molecules connected primarily by α(1,4) linkages, with occasional branch points using α(1,6) linkages. It differs from other common α-linked glucose polymers in the frequency and position of the branches, which gives rise to different physical properties. The structure of floridean starch polymers is most similar to amylopectin and is sometimes described as "semi-amylopectin". Floridean starch is often described in contrast to starch (a mi ...
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Glycosidic Bonds
A glycosidic bond or glycosidic linkage is a type of covalent bond that joins a carbohydrate (sugar) molecule to another group, which may or may not be another carbohydrate. A glycosidic bond is formed between the hemiacetal or hemiketal group of a saccharide (or a molecule derived from a saccharide) and the hydroxyl group of some compound such as an alcohol. A substance containing a glycosidic bond is a glycoside. The term 'glycoside' is now extended to also cover compounds with bonds formed between hemiacetal (or hemiketal) groups of sugars and several chemical groups other than hydroxyls, such as -SR (thioglycosides), -SeR (selenoglycosides), -NR1R2 (N-glycosides), or even -CR1R2R3 (C-glycosides). Particularly in naturally occurring glycosides, the compound ROH from which the carbohydrate residue has been removed is often termed the aglycone, and the carbohydrate residue itself is sometimes referred to as the 'glycone'. S-, N-, C-, and O-glycosidic bonds Glycos ...
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