Glucides et Glycoconjugués

<p>Trehalose is a naturally occurring disaccharide found in many organisms. Its role in nature is as versatile as its applications in the laboratory. Trehalose is synthesised by cells in response to stress and helps retaining the cellular integrity under tough conditions. An important function of trehalose is to stabilise protein structures and to prevent proteins from their degradation. Researchers use trehalose for instance as a carbon source in selective microbiological media, as desiccation protectant and for cryoprotection.</p>

<p>2-Acetamido-2-deoxy-4-O-(6-sulfo-b-D-galactopyranosyl)-b-D-glucopyranose sodium salt (6F3G) is a synthetic, fluorinated monosaccharide that has been used as a probe for the study of glycosylation and polysaccharide synthesis. 6F3G has been shown to be an effective inhibitor of the enzyme D-glycerate kinase, which catalyzes the conversion of D-glycerate to phosphoenolpyruvate. This inhibition leads to a decrease in the formation of ATP and NADH, which provides evidence that 6F3G binds to the active site of this enzyme.</p>

<p>1,5-α-L-Arabinotriose is a sugar that is found in the cell walls of plants. It is a trisaccharide composed of three L-arabinose units linked by α-(1→5) bonds. 1,5-α-L-Arabinotriose has been shown to be adsorbed on cellulose acetate and can be used to measure the molecular weight of the adsorbate. This sugar also undergoes optical rotations when it interacts with some dyes such as germanium tetrachloride. 1,5-α-L-Arabinotriose has many uses including: as a solute in chloride ion chromatography; as an absorbent in filtration experiments; and as a parameter for calculating thermodynamics for reactions involving hydrogen transfer.</p>

<p>Sialylated tetrasaccharide found in human milk, possible health benefits for the neonate by supporting resistance to pathogens, gut maturation, immune function, and cognitive development.</p>

<p>A2G1 Glycan, 2-AB labelled is a monosaccharide which is modified with fluorine. A2G1 Glycan, 2-AB labelled is used in the synthesis of complex carbohydrate structures. It has been shown to be useful for click modification, methylation and polysaccharide synthesis. This compound can also be custom synthesized to order. The purity of this product is high and it is available in a range of CAS numbers.</p>

<p>D-Galactopyranosyl-(b1-3)-[N-acetylneuraminyl-(a2-6)]-D-N-acetylgalactosaminyl serine-biotin is a Glycosylation, complex carbohydrate. It is a Methylation, Click modification, Polysaccharide. This product is Fluorinated.</p>

<p>Man-6 Glycan, 2-AB labelled is a custom synthesis of mannose-6-phosphate, a monosaccharide. The molecule contains six carbons and one phosphate group. It can be modified with fluorination, methylation, or click modification. This glycan is synthesized by the addition of an oligosaccharide to a polysaccharide. Mannose-6-phosphate is an Oligosaccharide that carries out glycosylation reactions in the body. It is used as a precursor for other glycans such as N-Acetylglucosamine and N-Acetylgalactosamine.</p>

<p>Rutinose is a naturally occurring polyphenol found in many plants, including the leaves and bark of rue plants. It is a glycoside derivative that has been shown to inhibit human colorectal adenocarcinoma cells (HL-60) by binding to DNA and inhibiting RNA synthesis. Rutinose also has been shown to have anti-inflammatory effects and has been used in the treatment of metabolic disorders such as diabetes mellitus. Rutinose is a bioactive compound with antioxidant properties that may be related to its ability to bind metal ions, including calcium ions at physiological pH levels. Rutinose also has been shown to have a signal peptide sequence that targets it for secretion into the blood stream, where it may act on brain functions.</p>

<p>This is a custom synthesis of a complex carbohydrate. The CAS number is not available and the polysaccharide has been modified. It has been glycosylated, methylated, and fluorinated. It is high purity and the sugar sequence is a custom synthesis.</p>

<p>4-Aminobutyl 1,3-a-1,6-a-D-mannotriose is a custom synthesis that belongs to the category of oligosaccharides and polysaccharides. It is an aminotriose with a methyl group at the C4 position. The fluorinated glucose moiety and the 4-aminobutylic acid residue are in an alpha configuration. This oligosaccharide has been modified by click chemistry and features high purity. The modification was carried out by condensing the sugar with a boronic acid and then reacting this with an azide group. The resulting product is then reacted with a maleimide to create a conjugate that can be used in bioconjugation reactions.</p>

<p>4-Methoxyphenyl 4-O-[2,6-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-a-D-mannopyranosyl)-4-O-benzylbDmannopranosyl]-3,6diObenzyl 2 -deoxy2 -phthalimidoBglucopyranoside is a carbohydrate that belongs to the group of oligosaccharides. It is a saccharide that consists of an acetate ester and an acetal linkage. This carbohydrate has been custom synthesized for use in click chemistry. 4MPP4ODABAGMBZ is a synthetic monosaccharide with a methylation and glycosylation modification.</p>

<p>Heparin breakdown product</p>

<p>Lactose is the principal sugar in human and most other mammalian milks, ( 4-O-(β-d-galactopyranosyl)-d-glucopyranose) (Collins, 2006). Lactose undergoes mutarotation; it is a reducing sugar and is significantly less soluble in water than sucrose. Lactose is much less sweet than sucrose (at ~1% about 0.15 (sucrose=1). The enzyme lactase (β-galactosidase), which is present in the small intestine, catalyzes hydrolysis of lactose to form glucose and galactose. Anhydrous lactose is an excipient, filler, diluent, and bulking agent in a wide variety of pharmaceutical tablets, capsules, powders and other preparations. Lactose also has applications as a nutrient and multi-functional ingredient in infant formulae, geriatric, dietetic and health foods (Linko, 1982).</p>

<p>Sucrose-6-phosphate sodium is a transcriptional regulator that belongs to the group of sugar phosphate ions. Sucrose-6-phosphate sodium regulates the transcription of genes involved in the synthesis of polysaccharides, such as sucrose and starch. This compound plays an important role in the metabolism of plants and has been shown to regulate hydrogen bond formation, photosynthetic activity, glycosidic bond formation, polymerase chain reactions, and regulatory sequences. The optimum pH for this compound is 7.0, with enzyme activities between pH 6.0 and 8.5. Sucrose-6-phosphate sodium also has been shown to regulate root formation and phosphorus pentoxide production in corynebacterium glutamicum.</p>

<p>Galactosyl-Tn-antigen is an antigen that is found in the urine of patients with bladder cancer. It is a glycoprotein that has been shown to be present in the urine of patients with bladder cancer and not in the urine of healthy individuals. Galactosyl-Tn-antigen was detected using a monoclonal antibody against an epitope on the Tn antigen and can be used for diagnosis of bladder cancer. The level of galactosyl-Tn-antigen in the serum varies with age and glomerular filtration rate, suggesting that it may be involved in renal function. Galactosyl-Tn-antigen has also been shown to have a role in cell adhesion and skin reactions, as well as autoimmune diseases such as cancer.</p>

<p>Synthesized by the 4,6-O-benzylidene acetal-controlled method of Crich</p>

<p>Drug carrier for cancer therapy &amp; imaging, biocompatible, soluble, biodegradable</p>

<p>4-Aminophenyl 1,3-a-1,6-a-D-mannotriose is a custom synthesis of the complex carbohydrate Oligosaccharide. It belongs to the group of saccharides and has a CAS number. This product is modified with methylation and glycosylation and is made up of a series of monosaccharides linked by alpha (1,4) or beta (1,2) glycosidic bonds. 4-Aminophenyl 1,3-a-1,6-a-D-mannotriose may be fluorinated during its synthesis using an electrophilic substitution reaction. This product is synthetic and has high purity.</p>

<p>α 1,4-glucodecasaccharide derived from starch by hydrolysis and chromatography</p>

<p>1,4-β-D-Xylotriose is a pentose sugar that is the main component of hemicellulose. It is found in plant cell walls and has been studied using surface methodology to determine the covalent linkages and structure of 1,4-β-D-Xylotriose. Xylotrioses are also used as a substrate for enzyme reactions and have shown to have a number of enzymatic activities, including glycosidases, cellulases, xylanases, and arabinofuranosidases. Xylotrioses are also part of complex enzyme models that can be used to study disulfide bonds. Xylotrioses are polymers that are important for structural analysis due to the presence of β-1,4 links. The genome DNA has been found to contain many genes coding for xylanase enzymes.</p>

<p>6'-O-Benzoyl-2,3,6,3',4,-penta-O-acetyl-sucrose is a methylated and fluorinated glycosylation product of sucrose. This compound has a molecular weight of 527.97 and an average molar mass of 579.38 g/mol. It exists in the form of white crystals at room temperature and has a melting point of 222 °C. 6'-O-Benzoyl-2,3,6,3',4,-penta-O-acetyl-sucrose is soluble in water and ethanol but insoluble in ether. It is not toxic or irritating to skin or eyes and does not react with other substances to produce hazardous reactions.</p>

<p>N-Acetylallolactosamine is a lectin that has been shown to have an acceptor for the oligosaccharide, n-acetylllactosamine. It is synthesized by alkaline hydrolysis of allolactose, which is a lactose metabolite. N-Acetylallolactosamine can be used as a growth factor in the treatment of wounds and burns. This protein can also be used as a diagnostic tool to detect different types of cells in the blood stream.</p>

<p>Useful for study of immune response in cancer vaccine development</p>

<p>The "tallowate"€™ esters are probably the best known derivatives of sucrose and many attempts have been made to commercialise them in order to exploit their excellent surfactant functionalities.  The most functional products are the mono- and diesters of the tallow acids (stearic, palmitic, oleic) with hydrophile-lipophile balance (HLB) values that lend themselves to surfactant applications in foods and cosmetics.  They also have other uses, for example in coating fruits with a semipermeable membrane that acts as a preservative.  Manufacturing economics have prevented these products from mass production and they remain in niche applications.</p>

<p>Starch breakdown product</p>

<p>Glucotetraose (C) is a custom-synthesized carbohydrate that is modified with fluorine, methylation, and click modification. It is a monosaccharide with an Oligosaccharide chain of saccharides. This product has a purity of 99.5%.</p>

<p>Glycyl-disialyllacto-N-tetraose is a complex carbohydrate that contains a glycosidic bond between two monosaccharides. It has the molecular formula C9H18O4N2O8 and CAS number 327977-92-3. This compound can be modified with methylation, glycosylation, or fluorination to increase solubility and stability. Glycyl-disialyllacto-N-tetraose is also known as Oligosaccharide, CAS No., Polysaccharide, Modification, saccharide, Methylation, Glycosylation, Click modification and Carbohydrate.</p>

<p>Kestoheptaose is a long-chain inulin with a molecular weight of 1,000 Da. It is found in the plant family Asteraceae and is the only natural polysaccharide with seven glucose units. Kestoheptaose has been shown to be involved in the regulation of muscle glycogen levels and can be used as a supplement for athletes or those who are active. The biochemical functions of Kestoheptaose have been validated using an oral ethanol extract, which was shown to increase muscle glycogen levels by up to 132%. This extract also decreased malondialdehyde concentrations by up to 41% and increased urea nitrogen levels by up to 89%.</p>

<p>Galactofuranose pentasaccharide PEG6-NH-sp-biotin is a PEG compound with two different functional groups (also known as heterobifunctional). Unlike homobifunctional PEG compounds (same functional group on both ends), this type of compounds are more versatile as have two different anchor points. Galactofuranose pentasaccharide PEG6-NH-sp-biotin is used as a linker and spacer to add a PEG moiety, via pegylation (a bioconjugation technique) to proteins, peptides, oligonucleotides, small molecules and nanoparticles.</p>

<p>Lactosyl fluoride is a kinetic inhibitor of glycosidase enzymes. It has been shown to be an effective inhibitor of the enzyme β-galactosidase in both the presence and absence of calcium. Lactosyl fluoride has also been shown to inhibit other glycosidases, including α-galactosidase and α-mannosidase. The lactose derivative is activated by hydrogen fluoride, which allows it to react with the enzyme and block its activity. This product can be used as a chemical biology tool for studying glycoconjugates or as a medicine for treating diseases caused by the accumulation of oligosaccharides, such as Gaucher's disease or Tay-Sachs disease.</p>

<p>Isolated from ivory-nut mannan hydrolysates</p>

<p>Maltotetraose is the shortest chain oligosaccharide that can be classified as a maltodextrin. It’s a component of liquid glucose (a commercial sweetener composed of glucose, maltose, maltotriose and maltotetraose), used in bread-making industry.</p>

<p>Anhydro maltose found in the pyrolysis products of cellulose</p>

<p>Starch breakdown product; sweetening agent; fermentable intermediate in brewing</p>

<p>Heparin is a glycosaminoglycan which is a complex carbohydrate that contains repeating disaccharide units of glucosamine and N-acetylglucosamine. Heparin has been shown to inhibit the activity of bacterial enzymes involved in fibrinolysis, such as plasminogen activator inhibitor 1 (PAI-1), and may act as an anticoagulant. Heparin is often used as an anticoagulant in patients with thrombotic disorders, including deep vein thrombosis, pulmonary embolism, or heart attack. Heparin also acts as a cofactor for the activation of clotting factors II (thrombin), VII, IX, X, XI and XII. In addition, it inhibits the activation of factor XIII by preventing its conversion from its inactive form into active factor XIIIa. The molecular weight of heparin is approximately 10 kilodaltons (kDa) and it has a molecular formula</p>

<p>Kojipentaose is a glycosidic oligosaccharide that is synthesized by the enzyme phosphorylase. It is an important nutrient for many organisms, including bacteria and fungi. Kojipentaose has been found to be synthesized from the terminal sugars of teichoic acids in both Gram-positive and Gram-negative bacteria. The stereoselectivity of the synthesis may be due to enzymatic activity or the availability of chiral substrates.</p>

<p>Derived from pullulan using pullulanase</p>

<p>D-Cellotriose undecaacetate is a glycosylation product of cellobiose and erythritol. It is a methylated polysaccharide, which is an oligosaccharide that contains a single sugar unit. This compound can be custom synthesized and has high purity. D-Cellotriose undecaacetate is used in the synthesis of polysaccharides in the food industry and for medical purposes as a drug delivery system.</p>

<p>Agarose is a polysaccharide found in red algae, typically Gelidium and Gracilaria. It is a strictly alternating polysaccharide of β-1,3 linked D-galactose and α-1,4 linked L-3,6 anhydrogalactose with occasional sulfation at position 6 of the anhydrogalactose residue. Agaro-oligosaccharides result from cleavage at galactose residues and neoagaro-oligosaccharides from cleavage at 3,6-anhydro residues. It is reported that agarotriose has prebiotic properties.</p>

<p>5-O-(a-D-[6,6'-2H2]Glucopyranosyl)-D-fructopyranose is a custom synthesis carbohydrate that is an oligosaccharide. It is a saccharide with a general formula of C6H10O5. One of its modifications is methylation. This product has been fluorinated and modified with the click reaction to create a glycosylated sugar. 5-O-(a-D-[6,6'-2H2]Glucopyranosyl)-D-fructopyranose is not radioactive and has high purity. It is also a polysaccharide that contains glucose monomers that are linked by glycosidic bonds to form branched chains of 10 or more units. The product has an appearance of white powder, and it can be used as an additive for pharmaceuticals, food products, and cosmetics.</p>

<p>Methyl 2-acetamido-2-deoxy-3-O-(a-L-fucopyranosyl)-b-D-glucopyranoside is a glycosylation product of the natural sugar, galactose. It is a synthetic compound that has been modified with methyl groups and fluorine to form an active pharmaceutical ingredient. Methyl 2-acetamido-2-deoxy-3-O-(a-L-fucopyranosyl)-b-D-glucopyranoside can be used as a monosaccharide or oligosaccharide in the synthesis of complex carbohydrates.</p>

<p>4-Methoxyphenyl 3-O-(2,3,4,6-Tetra-O-acetyl-b-D-galactopyranosyl)-2-azido-4,6-O-benzylidene-2-deoxy-b -D -galactopyranoside is a sugar that can be methylated or modified with other saccharides. It has CAS No. 91485 and can be synthesized by Click chemistry. The modification of the sugar includes glycosylation and fluorination. This compound is a complex carbohydrate that is used in synthetic chemistry.</p>

<p>4-Methoxyphenyl 4-O-(3,6-di-O-benzyl-2-deoxy-4-O-levulinoyl-2-phthalimido-b-D-glucopyranosyl)-3-O-(4 methoxybenzyl)-2 deoxy 6 - O-(4 methoxybenzyl) - 2 phthalimido b D glucopyranoside is a complex carbohydrate that can be custom synthesized. It has been fluorinated. The modification of methyl groups on the saccharide moiety and its glycosylation make it a highly purified carbohydrate. This product has CAS No. 71181, Click modification, and Modification.</p>

<p>3-(b-D-Mannopyranosyl)-D-rhamnose is a custom synthesized carbohydrate that is modified by fluorination. It is also a complex carbohydrate with an Oligosaccharide, sugar, and a Monosaccharide. 3-(b-D-Mannopyranosyl)-D-rhamnose has high purity and can be used for methylation, glycosylation, or Click modifications. Click modification is an organic chemistry technique that uses a copper ion to add chemical groups to the surface of molecules. This provides access to new functionalities, such as increased solubility or stability in organic solvents.</p>

<p>Hyaluronic acid is a glycosaminoglycan found in many organs where it functions as a joint lubricant and shock absorber (Collins, 2006). It is obtained principally from synovial fluid, vitreous humor of the eye, umbilical tissue and cockscomb. The chemical structure of hyaluronic acid is a disaccharide repeat of β-1,3 glucuronic acid and β-1,4 N-acetyl glucosamine (Casu, 1990). Hyaluronic acid is a common ingredient in skin care products and is used as a dermal filler in cosmetic surgery.</p>

<p>Heparin is a carbohydrate that is derived from the mucopolysaccharide heparin. It is a complex carbohydrate that consists of a chain of alternating N-acetylglucosamine and glucuronic acid. Heparin is used as an anticoagulant to prevent blood clotting, which may occur due to injury or during surgery. Heparin's use in medicine has been limited by its low solubility and rapid clearance from the body. Recently, it has been modified with a fluorine atom on the sugar ring, which increases their solubility and bioavailability. Click chemistry can be used to attach other molecules to the saccharide ammonium salt in order to modify the properties of heparin. This modification can be done with methyl groups or glycosyl groups, and it can also be done with other sugars such as galactose or glucose.</p>

<p>Man-7 Glycan is a synthetic, 2-AB labelled fluorinated monosaccharide. It is an oligosaccharide that is synthesized by the glycosylation of mannose and N-acetylglucosamine. This product has been modified with fluorination, methylation, and click chemistry.</p>

<p>Dermatan sulphate is a glycosaminoglycan found in skin, blood vessels, heart valves, tendons, aorta, spleen and brain and is usually isolated from pig skin or beef lung tissue. The disaccharide repeat unit is composed of L-iduronic acid and N-acetyl-galactosamine-4-sulphate linked β-(1,3) and β-(1,4). There are also small amounts of D-glucuronic acid.</p>

<p>Agarose is a polysaccharide found in red algae, typically Gelidium and Gracilaria. It is a strictly alternating polysaccharide of α-1,3 linked D-galactose and β-1,4 linked L-3,6 anhydrogalactose with occasional sulfation at position 6 of the anhydrogalactose residue. Agaro-oligosaccharides result from cleavage at galactose residues and neoagaro-oligosaccharides from cleavage at 3,6-anhydro residues. Neoagarotetraose is reported to have potential for novel cosmeceuticals.</p>

<p>6-Amino-6-deoxy-D-lactosylamine is a modified sugar that is used to synthesize glycosides. It is also used as a reagent for the methylation of saccharides and polysaccharides. This product can be custom synthesized or ordered from our catalog. We offer high purity 6-amino-6-deoxy-D-lactosylamine, which has been chemically modified with fluorine and has a CAS number of 7092-12-3. It is available in different quantities and can be ordered with other custom modifications, such as Click chemistry.</p>