Oligosaccharides

Applications A potent and selective inhibitor of NAE. An inhibitor of NEDD8-activating enzyme as a new approach to treat cancer. The ubiquitin-proteasome pathway mediates the destruction of unwanted proteins. Potent NAE inhibitor; NEDD8 E1 Activating Enzyme Inhibitor.
References Haas, A., et al.: J. Biol. Chem., 257, 10329 (1982), Walden, H., et al.: Nature, 422, 330 (2003), Kane, R., et al.: Clin. Cancer Res., 13, 5291 (2007), Saha, A., et al.: Mol. Cell., 32, 21 (2008),

Stability Store in freezer
Applications Prepared by acetolysis of chitin. Studies have shown this compound to have anti tumor effects.
References Barker, S.A., et al.: J. Chem. Soc., 2218 (1958); Suzuki, K., et al.: Carbohydrate Research, 151, 403 (1986)

Stability Stable at RT
Applications D-(+)-Cellohexose Eicosaacetate (cas# 355012-91-8) is a compound useful in organic synthesis.

Applications Capecitabine (C175650) impurity.

Applications 4-O-β-D-Mannopyranosyl-D-glucopyranoside (cas# 29276-55-9) is a compound useful in organic synthesis.

Stability Store Under Argon
Applications Shown to be a functional affinity ligand for the separation of exo-(cellobiohydrolasees) and endo-(endoglucanases) acting cellulases.
References Piyachomkwan, K., et al.: Carbohydrate Research, 303, 255 (1997)

Stability Hygroscopic
Applications Studies have shown this compound to have anti tumor effects.
References Suzuki, K., et al.: Carbohydrate Research, 151, 403 (1986)

Stability Very Hygroscopic
Applications A metabolite profiling of hydroxycinnamate derivative in plasma and urine after the ingestion of coffee by humans: identification of biomarkers of coffee consumption.
References Buchanan, C., et al.: J. Sci. Food Agric., 71, 459 (1996), Andreasen, M., et al.: J. Agric. Food Chem., 49, 5679 (2001), Poquet, L., et al.: Drug Metab. Dispos., 36, 190 (2008),

Applications D-(+)-Trehalose is a disaccharide composed of two α-glucose units. D-(+)-Trehalose is used in many processed foods as well as in biopharmaceutical monoclonal antibody formulations. D-(+)-Trehalose is also used as a protein stabilize. This is the labeled analog.
References Bosquillon, C. et al.: J. Cont. Rel., 99, 357 (2004); Arakawa, T. et al.: Adv. Drug Deliv. Rev., 46, 307 (2001); Singh, S.K. et al.: Pharmac. Res., 28, 873 (2011);

Applications p-Nitrophenyl 2-Acetamido-2-deoxy-(4-O-2-acetamido-2-deoxy-β-D-_x000D_glucopyranosyl)-α-D-galactopyranoside is a compound useful in organic synthesis.
References Medina, M. et al.: Cancer Res. 59,1061-1070, (1999)

Applications 5'-(Methyl-d3-thio)adenosine (CAS# 174838-38-1) is a useful isotopically labeled research compound, where it is used in synthesis reactions.
References Sugiyama, T., et.al., Nucleic Acids Symp.Ser., 34,13-14,(1995);

Applications 1-O-n-Octyl-d17-beta-D-glucopyranoside (CAS# 129522-81-2) is a useful isotopically labeled research compound.

Applications Cytidine-5,6-d2 (CAS# 40632-25-5) is a useful isotopically labeled research compound.

Applications A potent inhibitor of rat epididymal alpha-mannosidase and of apricot ß-glucosidase.
References Niwa, T., Tsuruoka, T. , et al.: J. Antibiot., 37, 1579 (1984)

Applications 2-O-(α-D-Glucopyranosyl)-D-galactose (cas# 7368-73-2) is a compound useful in organic synthesis.
References Gent, P.A., et al.: J. Chem. Soc., 1, 1446 (1974)

Applications Lewis A Trisaccharide is a component of multiplex glycan bead arrays which play a role in various cellular functions.
References Dabelsteen, E., et al.: Cancer Research, 48, 181 (1988), Lasky, L.A.: Science, 258, 964 (1992), Mulligan, M.S., et al.: Nature, 364, 149 (1993), Mulligan, M.S., et al.: J. Exp. Med., 178, 623 (1993), Travis, J.: Science, 260, 906 (1993); Purohit, S. et al.: Nat. Comm., 9, 1 (2018);

Stability Moisture Sensitive
Applications US Pat. 7033765

Applications Fructose Val-His is used as a substrate in the kinetic reaction of fructosylpeptide oxidases of Coniochaeta and Eupenicillium terrenum with glycated protein molecules.
References Hirokawa, K., et al.: Biochem. Biophys. Res. Commun., 311, 104 (2003)

Applications 1-(2’-Deoxy-3’,5’-di-O-toluoyl-β-D-ribofuranosyl)-2-oxo-4-amino-1,2-dihydro-1,3,5-triazine (cas# 10302-79-1) is a compound useful in organic synthesis.

Applications Protected Maltotriose.
References Brayer, G., et al.: Biochem., 39, 4778 (2000),

Applications Cytarabine-5,6-d2 (CAS# 40632-26-6) is a useful isotopically labeled research compound.

Applications (±)-2-Pentyl-1,1,1,3,3-d5 Alcohol (CAS# 14629-70-0) is a useful isotopically labeled research compound.

Applications Polyhyllin VI is a natural saponin extracted from the plant, Rhizoma Paridis, and displays anti-proliferative activity in vivo. Used in the treatment of HepG2 cells for tumor mitigation.
References Ma, D. et al.: J. Int Med. Res., 37, 631 (2009); Yin, X. et al.: Biomed. Chrom., 27, 343 (2013); Jiang, H. et al.: Mol. Med. Rep., 9, 2265 (2014); Cheng, Z. et al.: J. Ethnopharmacol., 120, 129 (2008);

Applications An iridoid glycoside that exhibits protective effects against hepatic injury and other diabetic complications associated with abnormal metabolic states and inflammation caused by oxidative stress and advanced glycation endproduct formation. A potential anti-amnesic agent.
References Yamabe, N. et al.: Eur. J. Pharmmacol., 648, 179 (2010); de Carman Recio, M. et al.: Planta Medica, 3, 232 (1994); Kwon, S. et al.: Eur. J. Pharmacol., 619, 44 (2009);

Lacto-N-tetraose-BSA is a carbohydrate that contains four monosaccharides. It has been shown to be an autoantibody in patients with myasthenia gravis and can cause muscle weakness by binding to the muscle protein, actin. Lacto-N-tetraose-BSA has also been found to bind with nerve tissue and may be involved in the development of sclerosis. This carbohydrate is also negatively charged and agglutinates red blood cells. When used for immunofluorescence, it shows a strong reaction against glycoconjugates on the surface of neurons and nerve tissue. Lacto-N-tetraose-BSA binds specifically to bovine serum albumin (BSA) containing antibodies, which are produced by immune cells called B cells. The binding sites are located on the outer part of the molecule, near the sugar residues.

Methyl 2-acetamido-3-O-(2,3,4,6-tetra-O-acetyl-b-D-galactopyranosyl)-4,6-O-benzylidene-2deoxyb-Dglucopyranoside is a sugar that is used in the preparation of various drugs. It has a pyranose ring and a pyranose form. The IR spectrum displays three distinct peaks at 1730 cm−1, 1590 cm−1 and 1410 cm−1. The axial orientation of the carbon atoms can be determined by looking at the absorption spectra. There are six carbons in the molecule with two axial orientations. The methyl group has an axial orientation and the acetamido group has an equatorial orientation. This compound is not soluble in water but dissolves well in methanol or ethanol. Methyl 2-acetamido 3 O

2,3,4,6-Tetra-O-acetyl-1-O-(2,3,4-tri-O-benzoyl-a-L-fucopyranosyl)-D-galactopyranoside is a glycosylated polysaccharide that has been modified by methylation and fluorination. It is synthesized from the monosaccharide D galactopyranose with a 2,3,4,6 tetra O acetyl group at the 1 position.

Maltosyltransferase, involved in the biosynthesis of α-glucans, has been genetically validated as a potential therapeutic target against Mycobacterium tuberculosis. Trehalose derivatives are potential tools for the targeting of trehalose pathways in the cell wall of Mycobacterium tuberculosis.

O-[2-Acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-b-D-galactopyranosyl)-a-D-galactopyranosyl]-N -Fmoc--L--threonine allyl ester is a carbohydrate that can be custom synthesized. It is an Oligosaccharide with the following structure: The chemical formula is C36H60NO22 and the molecular weight is 752.8 g/mol. It has a CAS number of 384346–85–4 and it's Chemical Abstract Service (CAS) name is O-[2-(acetamido)-4,6-[O-(2,3,4,6 tetra‑O‑acetyl‑β‑D‑galactopyranosyl)‑α‑

2-O-(b-D-Galactopyranosyl)-D-xylopyranose is a synthetic monosaccharide that is the product of glycosylation, fluorination, and methylation. This compound is a custom synthesis and has been modified by click chemistry to make it more stable. This product has high purity and can be used in the synthesis of complex carbohydrates. The CAS number for this compound is 91463-78-4.

3'-Sulfated Lewis X methyl glycoside is a synthetic, fluorinated oligosaccharide that can be used as a sugar or as an intermediate in the synthesis of complex carbohydrates. It is available for custom synthesis and modification to meet your specific needs. 3'-Sulfated Lewis X methyl glycoside is a monosaccharide that has been modified with a click reaction to attach sulfate groups. This modification allows for easier saccharide recognition and binding in the body. The CAS number for 3'-sulfated Lewis X methyl glycoside is 386264-50-2.

NGA2 Glycan, 2-AB labelled is a complex carbohydrate that is custom synthesized for research purposes. It is a high purity, high quality product that has been fluorinated and glycosylated. NGA2 Glycan, 2-AB labelled is used in the synthesis of oligosaccharides and polysaccharides. This product can be used for glycosylation, methylation and click modification.

Difucosyl-para-lacto-N-hexaose I is a synthetic oligosaccharide that is used as a model for the longum subsp. of human milk oligosaccharides. The Difucosyl-para-lacto-N-hexaose I oligosaccharide was synthesized from sucrose and alpha-(1,2)-fucopyranosyl chloride, which were then reacted with para-nitrophenyl bromide (PNP). This product has been shown to inhibit the growth of respiratory pathogens in vitro by binding to c-reactive protein. It also binds to the Fc region of immunoglobulins and can act as an adjuvant for vaccines.

ABO trisaccharide immobilised on Fractogel with glycosylamine formation

This product is a fatty acid that binds to the carbohydrate binding sites in the cell membrane of Caco-2 cells. It has been shown to inhibit the growth of cancer cells and radiation induced changes by binding to the sugar moieties on glycoproteins. This product also inhibits the production of glycoconjugates, which are important for cell-cell interactions and biological function. The disaccharide form has been found to be a diagnostic agent for cancer cells, with a structural formula that can be seen in the figure below.

Sulpho Lewisa Na is a complex carbohydrate that has been modified with fluorination and methylation. This product is custom synthesized, high purity, and has a CAS number. It is available for synthesis in various lengths of saccharides with a variety of modifications. Sulpho Lewisa Na can be used in the following applications: glycosylations, click modification, and methylation.

GM3-ganglioside NBD (ammonium salt) has a core disaccharide structure (Galβ1,4Glc) with sialic acid linked α2,3 to the galactose residue with nitrobenzoxadiazole (NBD) linked β to position 1 on the reducing terminal glucose residue, in place of the ceramide fatty acid (Ledeen, 2009). Ganglioside GM3 is strongly associated with human tumors, such as, lung, brain, and melanomas, where it is frequently found to be overexpressed. GM3 ganglioside is seen as a possible tumor-associated carbohydrate antigen for cancer immunotherapy (Changping, 2019). GM3 ganglioside is implicated in various other diseases involving chronic inflammation, such as: insulin resistance, leptin resistance, T-cell function, and immune disorders (e.g. allergic asthma). It has also been shown to play an essential role in murine and human auditory systems, and is a common pathological feature of GM3S deficiency is deafness (Inokuchi, 2018).

Gala1-3Gal-HSA is a modified glycan with three terminal alpha-galactoside units. It is synthesized by the modification of Gala1-3Gal (saccharide) with HSA. This product is also fluorinated, methylated and click-modified. The chemical name for this product is 3-[(2S,3S)-2,3-bis[(carboxymethyl)amino]propyl]-alpha-D-galactopyranosyl-(1→4)-O-[(carboxymethyl)(hydroxyethyl)]-.