Glycoscience

Applications Antigen which binds to endothelial adhesion molecule, E-selectin.
References Fukushima, K., et al.: Cancer Research, 44, 5279 (1984), Zein, N., et al.: Science, 240, 1198 (1988), Phillips, M.L., et al.: Science, 250, 1130 (1990), Walz, G., et al.: P.N.A.S. U.S.A., 88, 6224 (1991), Walker, S., et al.: P.N.A.S. U.S.A., 89, 4608 (1992)

Applications Inhibition of β-glucosidase.
References Barkley, M.D., et al.: Biochemistry, 14, 1700 (1975), Gonzalez, J.B., Biotechnol. Lett., 4, 369 (1982)

Applications trans-4-Hydroxy-2-hexenal-5,5,6,6,6-d5 Dimethyl Acetal (CAS# 1219806-40-2) is a useful isotopically labeled research compound.

Applications Methyl 2-Acetamido-2-deoxy-3-O-(ß-D-galactopyranosyl)-β-D-glucopyranoside (cas# 100836-88-2) is a compound useful in organic synthesis.

Applications 2-Deoxy-L-ribose is an isomer of 2-Deoxy-D-ribose (D252000) which induces apoptosis by inhibiting the synthesis and increasing the efflux of glutathione.
References Fico, A., et al.: Free Radical Biology & Medicine, 45, 211 (2008)

Applications 1,2,3,4,6-Penta-O-acetyl-α-D-mannopyranose (cas# 4163-65-9) is a compound useful in organic synthesis.

Applications L-Glucose is the enantiomer of D-Glucose (G595000), a naturally occurring carbohydrate used in an abundance of cellular processes. L-Glucose is a synthetic sugar used in the formation of L-Glucose Pentaacetate (G596510), a potential therapeutic agent regarding type II diabetes. In addition, L-glucose can be used as a colon cleansing agent for before a colonoscopy procedure.
References Malaisse, W. et al.: Int. J. Mol. Med., 2, 383 (1998); Raymer, G. et al.: Gastrointest. Endosc., 58, 30 (2003); Wang, R., et al.: J. Mol. Catal. B. Enz., 56, 131 (2009),

Applications Coumarin 307 is a suitable candidate for use as a laser dye.

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 2-Acetamido-4,6-O-benzylidene-2-deoxy-beta-D-glucopyranosyl Azide 168397-51-1 (cas# 168397-51-1) is a useful research chemical.

Applications α-D-Mannose 1-Phosphate is used in the synthesis of non-natural mannoglucans by α-glucan phosphorylase-catalyzed enzymatic copolymerization;Also, it is derived from D-Mannose (M168000), which is a carbohydrate that is important in the glycosylation of molecules in a variety of cellular processes. It is involved in N and O glycosylation of bovine why protein products, used in infant formulas. It is also responsible for the O-glycosylation of the T helper cell-derived cytokine interlukin-17A, an important cell-signaling molecule.
References Baba, R., et al.: Carbohydr. Polym., 151, 1034-1039 (2016); van Leeuwen, S. et al.: J. Agri. Food Chem., 60, 12553 (2012); Geoghegan, K. et al.: Prot. Express. Purif., 87, 27 (2013);

Applications β-D-Glucosamine Pentaacetate is an N-acetylglucosamine derivative that has been shown to promote hyaluronic acid production.
References Bastida, A., et al.: Biotechnol. Bioeng., 58, 486 (1998), Mong, T., et al.: Chem. Biochem., 4, 835 (2003), Mogensen, J., et al.: Biochemistry, 44, 1719 (2005), Schulz, T.,Schumacher, U. and Prehm, P. Hyaluronan export by the ABC transporter MRP5 and its modulation by intracellular cGMP. The Journal of Biological Chemisty 282(29), 20999-21004 (2007).

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

Applications D-Glucosamine-2-N-sulfate sodium salt (cas# 38899-05-7) is a useful research chemical.

Applications D-Galacturonic Acid-13C6 is labelled D-Galacturonic Acid (G186500, Monohydrate) which is used in the synthesis of N-(D-galacturonoyl) amino acids and dipeptides.
References Klaus, U., et al.: Environ. Sci. Technol., 34, 3514 (2000),

Applications A useful glycopeptide intermediate.

Applications 1,6-Anhydro-3,4-O-isopropylidene-2-tosyl-β-D-galactopyranose is used in the HPLC detection and evaluation of chiral compounds with a laser-based chiroptical detector.
References Reitsma, B., et al.: J. Chromatogr., 362, 353 (1986), Lloyd, D., et al.: Anal. Chem., 61, 1238 (1989),

Applications 5-Hydroxy-2’-deoxycytidine-13C,15N2 is the Isotope labelled analogue of 5-Hydroxy-2’-deoxycytidine (H946650), a substrate for uracil DNA N-glycosylase and has been used to study the oxidation of DNA due to exposure to reactive oxygen species.
References Ganguly, M., et al.: Biochem., 51, 2018 (2012); Foresta, M., et al.: Free. Rad. Biol. Med., 48, 681 (2010); Daviet, S., et al.: DNA Repair., 6, 8 (2007);

Applications D-Mannose-6-O-sulphate Sodium Salt (cas# 204575-08-6) was a product of esterase-catalyzed regioselective deacylation and acid-catalyzed rearrangement from per-acetylated derivatives.
References Horrobin, T., et al.: J. Chem. Soc. Perkin 1, 1069 (1998)

Applications N-Methoxy-N-methyl-β-D-glucopyranosylamine is used in the synthesis of 6-α-D-Glucopyranosyl Maltotriose (G419100), which is the sugar composition of sake.
References Giri, N.Y., et al.: Arch. Biochem. Biophysics, 145, 505 (1971)

Applications 5-Azido-6-(tert-butyldimethylsilyl)-2,3-O-isopropylidene L-Gulono-1,4-lactone (cas# 118464-49-6) is a compound useful in organic synthesis.

Applications sn-Glycerol 3-Phosphate Bis(cyclohexylammonium) Salt is a standard used for measuring the level of glycerol-3-phosphate produced by the hydrolysis of phosphatidic acid. Glycerol 3-phosphate (G3P) is an important intermediate of carbohydrate and lipid metabolic pathways.
References Morita, S., et al.: J. Lipid Res., 50, 1945 (2009); Feesner, W., et al.: Angewandte Chemie, 106, 217 (1994)

Applications DL-Arabinose, is a building block of polysaccharide (CCPa-1) from fungus Coprinus comatus Gray, which has potential application as natural antitumor agent with immunomodulatory activity. Arabinose is also used as a culture medium for certain bacteria.
References Xiao-Gang, J., et al.: Int. J. Bio. Macromol., 58, 349 (2013);

Applications L-Mannose (cas# 10030-80-5) is a compound useful in organic synthesis.

Applications Tri-p-tolylamine-15N (CAS# 311761-87-2) is a useful isotopically labeled research compound. This compound has been used in structural studies relating to photoconductivity of various polymers.
References Kesling, B., et.al., J Labelled Compd Rad., 43,1059-1068,(2000);

Applications 2-(Acetylamino)-2-deoxy-D-glucopyranose 3,4,6-Triacetate (cas# 34051-43-9) is a compound useful in organic synthesis.

Applications Proven to be an extremely potent and selective a-D-galactosidase inhibitor.
References Paulsen, H., et al.: Chem. Ber., 113, 2601 (1980),

Applications Isomaltopentaose, is an isomalto-oligosaccharides (IMO) compound, used as functional food ingredients.
References Hu, Y., et al.: Lett. App. Microbio., 57, 108 (2013);

Applications Glyceryl Tri(hexadecanoate-2,2-d2) (CAS# 241157-06-2) is a useful isotopically labeled research compound.

Applications Isotope labelled D-galactose (G155250), A C-4 epimer of Glucose (G595000) found in milk and sugar beets as well as being synthesized by the body. Potential use in oral therapy for nephrotic syndrome in focal and segmental glomerulosclerosis.
References De Smet, E. et al.: Nephrol. Dial. Transplant., 24, 2938 (2009); Kivele, R. et al.: Carb. Pol., 85, 645 (2011);

Applications 2-Nitrobenzonitrile-d4 (CAS# 1219795-50-2) is a useful isotopically labeled research compound.

Applications 4-Nitrophenyl 2-Acetamido-2-deoxy-4-O-α-L-fucopyranosyl)-β-D-glucopyranoside (cas# 259143-52-7) is a compound useful in organic synthesis.

Applications 4-Acetamidophenyl β-D-Glucuronic Acid Methyl Ester is an intermediate to synthesize Acetaminophen (A161220) metabolites (1).
References (1) Burgess, S., et al.: Anal. Biochem., 312, 228 (2003)

Applications Isolevoglucosenone (cas# 307991-08-8) is a compound useful in organic synthesis.

Stability Hygroscopic
Applications 4-O-α-D-Mannopyranosyl-D-mannose is used in the preparation of immunostimulants, useful as materials for foods as well.
References Imamura, L., et al.: Biol. Pharm. Bull., 17, 596 (1994), ,Perrin, S., et al.: J. Appl. Microbiol., 90, 859 (2001), Olano-Martin, E., et al.: J. Appl. Microbiol., 93, 505 (2002), Gibson, G., et al.: J. Food Sci., 69, 141 (2004),

Applications Thiogdigalactosideis an inhibitor of galectin 1 which has an essential role in high-fat diet induced obesity development.
References Mukherjee, R. et al.: Int. J. Obes., 39, 1349 (2015);

Applications 5-(4-Hydroxyphenyl)-5-phenyl-d5-hydantoin-15N2 (CAS# 369656-71-3) is a useful isotopically labeled research compound.

Applications (8S-cis)-8-Acetyl-10-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione is an tert-butyldiphenylsilyl protected degredation product of Doxorubicin (D194500), an anthracycline antibiotic related to the rhodomycins.
References Matsumoto, T., et al.: Chem. Pharma. Bull., 34, 4613 (1986);

Applications Useful substrate for the rapid colorimetric assay of N-Acetyl-beta-glucosaminidase in human urine.
References Muruhn, D.: Clin. Chim. Acta, 73, 453 (1976)

Applications Used in the synthesis of novel bis(D-mannose) compounds.
References Holman, G.D., et al.: Carbohydrate Res., 135, 337 (1985),

Applications 2-Acetamido-2-deoxy-D-mannono-1,4-lactone (cas# 28876-37-1) is a compound useful in organic synthesis.

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-Acetamino-4-hydroxy-2-(4-nitro-phenoxy)-6-(1,2,3-trihydroxy-propyl)-_x000D_tetrahydro-pyran-2-carboxylic Acid Methyl Ester (cas# 59694-35-8) is a compound useful in organic synthesis.

Applications 1-Phenylpentadecane-d36 (CAS# 352431-31-3) is a useful isotopically labeled research compound.

Applications D-Fructofuranose 6-(Dihydrogen phosphate) Dipotassium Salt is an impurity of D-Fructose(F792500). D-Fructose occurs naturally in a large number of fruits, honey, and plants. High intake and consumption of fructose has been hypothesized to increase occurrence of diabetes and insulin resistance.
References Elliott S. et al.: Am. J. Clin. Nutr., 76, 911 (2002); Isganaitis E. et al.: Arterioscler. Thromb. Vasc. Biol., 25, 2451 (2006);

Applications D-Talose is a monosaccharide sugar that can convert between aldose and ketose forms in pyridine in the presence of aluminum oxide.
References Ekeberg, D. et al.: Carb. Res., 342, 1992 (2007); Chaytor, J. et al.: Glycobio., 22, 123 (2012);

Applications 1,8-Octanedioic-d12 Acid (CAS# 169397-99-3) is a useful isotopically labeled research compound.

Applications Labelled D-Glucose is a simple sugar that is present in plants. A monosaccharide that may exist in open chain or cyclic conformation if in solution. It plays a vital role in photosynthesis and fuels the energy required for cellular respiration. D-Glucose is used in various metabolic processes including enzymic synthesis of cyclohexyl-α and β-D-glucosides. Can also be used as a diagnostic tool in detection of type 2 diabetes mellitus and potentially Huntington's disease through analysis of blood-glucose in type 1 diabetes mellitus.
References Wang, R., et al.: J. Mol. Catal. B. Enz., 56, 131 (2009); Springhorn, C. et al.: J. Clin. Endocrinol. Metab., 97, 4640 (2012); Hashimoto, K. et al.: J. Clin. Endocrinol. Metab., 97, 3016 (2012); Avelange, M. et al.: Plant. Phys., 94, 1157 (1990); Cramer, C. et al.: J. Chem. Soc., 115, 5745 (1993);

Applications α-D-Glucopyranuronic Acid Methyl Ester 2,3,4-Tribenzoate 1-Methanesulfonate is a reactant in organic synthesis. It is used in the preparation of novel quaternary glucuronyl reagent for preparation of tertiary amines.
References Araya, I. & Akita, H.: Heterocycles., 75, 1213 (2008)

Applications D-Mannose is a carbohydrate that is important in the glycosylation of molecules in a variety of cellular processes. It is involved in N and O glycosylation of bovine why protein products, used in infant formulas. It is also responsible for the O-glycosylation of the T helper cell-derived cytokine interlukin-17A, an important cell-signaling molecule. This is the labeled analog.
References Van Leeuwen, S. et al.: J. Agri. Food Chem., 60, 12553 (2012); Geoghegan, K. et al.: Prot. Express. Purif., 87, 27 (2013);

Applications Fucoidan is a polysaccharide composed predominantly of sulfated fucose.

Applications An inhibitor of peptic hydrolysis and stomach acidity. Used as an anti-ulcerative.
References Mayberr, J.F., et al.: Brit. J. Clin. Pract., 32, 291 (1978); Brogden, R.N., et al.: Drugs, 27, 194 (1984);

Applications Ethyl-alpha-13C-benzene (CAS# 287399-32-0) is a useful isotopically labeled research compound.

Applications 5alpha-Pregnan-11beta,17alpha,21-triol-3,20-dione-1,2,4,5-d4 (CAS# 252976-11-7) is a useful isotopically labeled research compound.

Impurity Capecitabine 2-O-BDR Impurity (USP)
Stability Hygroscopic
Applications Capecitabine (C175650) impurity. Capecitabine 2-O-BDR Impurity (USP).

Applications Ethyl-2,2,2-d3-malonic Acid (CAS# 70907-93-6) is a useful isotopically labeled research compound.

Applications 2-(3,4-Dihydroxyphenyl)ethyl-1,1-d2-amine HCl (CAS# 83008-33-7) is a useful isotopically labeled research compound.

Applications 3-Acetamido-3-deoxy-D-glucose (cas# 14086-88-5) is a compound useful in organic synthesis.

Stability Hygroscopic
Applications Increases the uptake rate of liposomes.
References Chono, S., et al.: J. Pharm., Pharmacol., 59, 75 (2007), VeeraReddy, P., et al.: J. Drug Target., 17, 140 (2009),

Applications Shown to be metabolized in yeast.
References Biochem. J., 209 (3), 677-685 (1983)

Applications 2-Fluorotoluene-alpha,alpha,alpha-d3 (CAS# 25319-49-7) is a useful isotopically labeled research compound.

Applications Octyl Tetra-2,3,4,6-O-acetyl-β-D-thioglucopyranoside (cas# 85618-26-4) is a compound useful in organic synthesis.

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