Xyloside
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Xyloside
A xyloside is a type of glycoside derived from the sugar xylose. Proteoglycan (PG) synthesis is initiated by the transfer of D-xylose from UDP-xylose to a serine residue in core proteins. This natural primer acts as a template for the assembly of heparin sulfate, heparin, chondroitin sulfate, and dermatan sulfate side chains, depending on the tissue. However, in 1973 it was determined that synthetic B-D-xylosides can prime glycosaminoglycan (GAG) synthesis by substituting for the core xylosylated protein. Many Beta-D-xylosides have been studied for use as xylose primes with varying results. # Priming requires the Beta-anomer of xylose. # Priming activity correlates with the activity of the aglycone (cite). # The most active xyloside primers contain O or S in glycosidic linkage. # Priming is dose dependent.Lugemwa and Esko 1991 # Beta-D-xylosides prime GAGs in most cells. # Most of the material created from Beta-D-xylosides priming is excreted into the growth media. # Beta ...
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Glycoside
In chemistry, a glycoside is a molecule in which a sugar is bound to another functional group via a glycosidic bond. Glycosides play numerous important roles in living organisms. Many plants store chemicals in the form of inactive glycosides. These can be activated by enzyme hydrolysis, which causes the sugar part to be broken off, making the chemical available for use. Many such plant glycosides are used as medications. Several species of ''Heliconius'' butterfly are capable of incorporating these plant compounds as a form of chemical defense against predators. In animals and humans, poisons are often bound to sugar molecules as part of their elimination from the body. In formal terms, a glycoside is any molecule in which a sugar group is bonded through its anomeric carbon to another group via a glycosidic bond. Glycosides can be linked by an O- (an ''O-glycoside''), N- (a ''glycosylamine''), S-(a ''thioglycoside''), or C- (a '' C-glycoside'') glycosidic bond. According to th ...
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Xylose
Xylose ( grc, ξύλον, , "wood") is a sugar first isolated from wood, and named for it. Xylose is classified as a monosaccharide of the aldopentose type, which means that it contains five carbon atoms and includes an aldehyde functional group. It is derived from hemicellulose, one of the main constituents of biomass. Like most sugars, it can adopt several structures depending on conditions. With its free aldehyde group, it is a reducing sugar. Structure The acyclic form of xylose has chemical formula . The cyclic hemiacetal isomers are more prevalent in solution and are of two types: the pyranoses, which feature six-membered rings, and the furanoses, which feature five-membered rings (with a pendant group). Each of these rings is subject to further isomerism, depending on the relative orientation of the anomeric hydroxy group. The dextrorotary form, -xylose, is the one that usually occurs endogenously in living things. A levorotary form, -xylose, can be synthesize ...
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Proteoglycan
Proteoglycans are proteins that are heavily glycosylated. The basic proteoglycan unit consists of a "core protein" with one or more covalently attached glycosaminoglycan (GAG) chain(s). The point of attachment is a serine (Ser) residue to which the glycosaminoglycan is joined through a tetrasaccharide bridge (e.g. chondroitin sulfate- GlcA- Gal-Gal- Xyl-PROTEIN). The Ser residue is generally in the sequence -Ser-Gly-X-Gly- (where X can be any amino acid residue but proline), although not every protein with this sequence has an attached glycosaminoglycan. The chains are long, linear carbohydrate polymers that are negatively charged under physiological conditions due to the occurrence of sulfate and uronic acid groups. Proteoglycans occur in connective tissue. Types Proteoglycans are categorized by their relative size (large and small) and the nature of their glycosaminoglycan chains. Types include: Certain members are considered members of the "small leucine-rich proteoglyc ...
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D-xylose
Xylose ( grc, ξύλον, , "wood") is a sugar first isolated from wood, and named for it. Xylose is classified as a monosaccharide of the aldopentose type, which means that it contains five carbon atoms and includes an aldehyde functional group. It is derived from hemicellulose, one of the main constituents of biomass. Like most sugars, it can adopt several structures depending on conditions. With its free aldehyde group, it is a reducing sugar. Structure The acyclic form of xylose has chemical formula . The cyclic hemiacetal isomers are more prevalent in solution and are of two types: the pyranoses, which feature six-membered rings, and the furanoses, which feature five-membered rings (with a pendant group). Each of these rings is subject to further isomerism, depending on the relative orientation of the anomeric hydroxy group. The dextrorotary form, -xylose, is the one that usually occurs endogenously in living things. A levorotary form, -xylose, can be synthesize ...
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Serine
Serine (symbol Ser or S) is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated − form under biological conditions), a carboxyl group (which is in the deprotonated − form under biological conditions), and a side chain consisting of a hydroxymethyl group, classifying it as a polar amino acid. It can be synthesized in the human body under normal physiological circumstances, making it a nonessential amino acid. It is encoded by the codons UCU, UCC, UCA, UCG, AGU and AGC. Occurrence This compound is one of the naturally occurring proteinogenic amino acids. Only the L-stereoisomer appears naturally in proteins. It is not essential to the human diet, since it is synthesized in the body from other metabolites, including glycine. Serine was first obtained from silk protein, a particularly rich source, in 1865 by Emil Cramer. Its name is derived from the Latin for silk, ''sericum''. Serine's structure was estab ...
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