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55637-63-3,MFCD01310846
Catalog No.:AA00DD7O

55637-63-3 | 2-ACETAMIDO-2-DEOXY-4-O-(BETA-D-MANNOPYRANOSYL)-D-GLUCOSE

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1mg
2 weeks  
$1,143.00   $800.00
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5mg
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$3,184.00   $2,229.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00DD7O
Chemical Name:
2-ACETAMIDO-2-DEOXY-4-O-(BETA-D-MANNOPYRANOSYL)-D-GLUCOSE
CAS Number:
55637-63-3
Molecular Formula:
C14H25NO11
Molecular Weight:
383.3484
MDL Number:
MFCD01310846
SMILES:
CC(=O)NC1C(C(C(OC1O)CO)OC2C(C(C(C(O2)CO)O)O)O)O
Properties
Computed Properties
 
Complexity:
480  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
11  
Hydrogen Bond Donor Count:
8  
Rotatable Bond Count:
5  
Undefined Atom Stereocenter Count:
10  
XLogP3:
-4.7  

Literature

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Title: Detailed O-glycomics of the Muc2 mucin from colon of wild-type, core 1- and core 3-transferase-deficient mice highlights differences compared with human MUC2.

Journal: Glycobiology 20120801

Title: The analysis of N-glycans of cell membrane proteins from human hematopoietic cell lines reveals distinctions in their pattern.

Journal: Biological chemistry 20120801

Title: Characterization of α2,3- and α2,6-sialyltransferases from Helicobacter acinonychis.

Journal: Glycobiology 20120701

Title: Identification of mono- and disulfated N-acetyl-lactosaminyl Oligosaccharide structures as epitopes specifically recognized by humanized monoclonal antibody HMOCC-1 raised against ovarian cancer.

Journal: The Journal of biological chemistry 20120224

Title: The N-glycans of Trichomonas vaginalis contain variable core and antennal modifications.

Journal: Glycobiology 20120201

Title: Metabolic inhibition of galectin-1-binding carbohydrates accentuates antitumor immunity.

Journal: The Journal of investigative dermatology 20120201

Title: Identification of a second catalytically active trans-sialidase in Trypanosoma brucei.

Journal: Biochemical and biophysical research communications 20111118

Title: Development of recombinant Aleuria aurantia lectins with altered binding specificities to fucosylated glycans.

Journal: Biochemical and biophysical research communications 20111014

Title: A reinvestigation of the lipopolysaccharide structure of Helicobacter pylori strain Sydney (SS1).

Journal: The FEBS journal 20110901

Title: Peracetylated 4-fluoro-glucosamine reduces the content and repertoire of N- and O-glycans without direct incorporation.

Journal: The Journal of biological chemistry 20110617

Title: β3GnT2 maintains adenylyl cyclase-3 signaling and axon guidance molecule expression in the olfactory epithelium.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20110427

Title: Characterization of a novel Salmonella Typhimurium chitinase which hydrolyzes chitin, chitooligosaccharides and an N-acetyllactosamine conjugate.

Journal: Glycobiology 20110401

Title: Terminal disialylated multiantennary complex-type N-glycans carried on acutobin define the glycosylation characteristics of the Deinagkistrodon acutus venom.

Journal: Glycobiology 20110401

Title: A comparative study of the regioselectivity of the β-galactosidases from Kluyveromyces lactis and Bacillus circulans in the enzymatic synthesis of N-Acetyl-lactosamine in aqueous media.

Journal: Biotechnology progress 20110101

Title: Gal/non-Gal antigens in pig tissues and human non-Gal antibodies in the GalT-KO era.

Journal: Xenotransplantation 20110101

Title: Synthesis of sialyllactosamine clusters using carbosilane as core scaffolds by means of chemical and enzymatic approaches.

Journal: Bioorganic & medicinal chemistry letters 20100815

Title: Identification and characterization of the carbohydrate ligands recognized by pertussis toxin via a glycan microarray and surface plasmon resonance.

Journal: Biochemistry 20100720

Title: Lectin binding assays for in-process monitoring of sialylation in protein production.

Journal: Molecular biotechnology 20100701

Title: N-acetyllactosamine-induced retraction of bundle-forming pili regulates virulence-associated gene expression in enteropathogenic Escherichia coli.

Journal: Molecular microbiology 20100601

Title: Brief report: a new profile of terminal N-acetyllactosamines glycans on pig red blood cells and different expression of alpha-galactose on Sika deer red blood cells and nucleated cells.

Journal: Glycoconjugate journal 20100501

Title: Molecular design of N-linked tetravalent glycosides bearing N-acetylglucosamine, N,N'-diacetylchitobiose and N-acetyllactosamine: Analysis of cross-linking activities with WGA and ECA lectins.

Journal: Bioorganic & medicinal chemistry 20100115

Title: Molecular design of fluorescent labeled glycosides as acceptor substrates for sialyltransferases.

Journal: Bioscience, biotechnology, and biochemistry 20100101

Title: Crosslinking of N-acetyllactosamine-containing glycoproteins to galectin-1 with an introduced cysteine using a photoactivatable sulfhydryl reagent.

Journal: Biochemical and biophysical research communications 20091218

Title: En route to deoxygenated N-acetyllactosamine analogues employing uridyl and galactosyl transferases.

Journal: Carbohydrate research 20090817

Title: Computational studies of human galectin-1: role of conserved tryptophan residue in stacking interaction with carbohydrate ligands.

Journal: Journal of biomolecular structure & dynamics 20090801

Title: Comparative analysis of four beta-galactosidases from Bifidobacterium bifidum NCIMB41171: purification and biochemical characterisation.

Journal: Applied microbiology and biotechnology 20090401

Title: Chemoenzymatic synthesis of sialoglycopolypeptides as glycomimetics to block infection by avian and human influenza viruses.

Journal: Bioconjugate chemistry 20090318

Title: Bioconjugation and detection of lactosamine moiety using alpha1,3-galactosyltransferase mutants that transfer C2-modified galactose with a chemical handle.

Journal: Bioconjugate chemistry 20090318

Title: E-selectin receptors on human leukocytes.

Journal: Blood 20081101

Title: Glycosylation of dodecyl 2-acetamido-2-deoxy-beta-D-glucopyranoside and dodecyl beta-D-galactopyranosyl-(1-->4)-2-acetamido-2-deoxy-beta-D-glucopyranoside as saccharide primers in cells.

Journal: Carbohydrate research 20080407

Title: Synthesis and photolytic activation of 6''-O-2-nitrobenzyl uridine-5'-diphosphogalactose: a 'caged' UDP-Gal derivative.

Journal: Carbohydrate research 20080407

Title: Enzymatic synthesis of spacer-linked divalent glycosides carrying N-acetylglucosamine and N-acetyllactosamine: analysis of cross-linking activities with WGA.

Journal: Journal of biochemistry 20080101

Title: Enzymes responsible for synthesis of corneal keratan sulfate glycosaminoglycans.

Journal: The Journal of biological chemistry 20071012

Title: Comparative rates of sialylation by recombinant trans-sialidase and inhibitor properties of synthetic oligosaccharides from Trypanosoma cruzi mucins-containing galactofuranose and galactopyranose.

Journal: Bioorganic & medicinal chemistry 20070401

Title: [Synthesis of N-acetyllactosamine-containing oligosaccharides, galectin ligands].

Journal: Bioorganicheskaia khimiia 20070101

Title: Outer membrane mutation effects on UDP-glucose permeability and whole-cell catalysis rate.

Journal: Applied microbiology and biotechnology 20061101

Title: Novel carbohydrate-binding activity of bovine liver beta-glucuronidase toward lactose/N-acetyllactosamine sequences.

Journal: Glycobiology 20061001

Title: Purification and characterization of a chitinase from Amycolatopsis orientalis with N-acetyllactosamine-repeating unit releasing activity.

Journal: Biochemical and biophysical research communications 20051021

Title: Expression of N-acetylglucosamine 6-O-sulfotransferases (GlcNAc6STs)-1 and -4 in human monocytes: GlcNAc6ST-1 is implicated in the generation of the 6-sulfo N-acetyllactosamine/Lewis x epitope on CD44 and is induced by TNF-alpha.

Journal: Glycobiology 20050701

Title: Clostridium botulinum type A progenitor toxin binds to Intestine-407 cells via N-acetyllactosamine moiety.

Journal: Biochemical and biophysical research communications 20050603

Title: Anti-Gal-mediated targeting of human B lymphoma cells to antigen-presenting cells: a potential method for immunotherapy using autologous tumor cells.

Journal: Haematologica 20050501

Title: Structural analysis of the Laetiporus sulphureus hemolytic pore-forming lectin in complex with sugars.

Journal: The Journal of biological chemistry 20050429

Title: Dimeric galectin-1 binds with high affinity to alpha2,3-sialylated and non-sialylated terminal N-acetyllactosamine units on surface-bound extended glycans.

Journal: The Journal of biological chemistry 20050218

Title: Structural and thermodynamic studies on cation-Pi interactions in lectin-ligand complexes: high-affinity galectin-3 inhibitors through fine-tuning of an arginine-arene interaction.

Journal: Journal of the American Chemical Society 20050216

Title: Different acceptor specificities of two glucuronyltransferases involved in the biosynthesis of HNK-1 carbohydrate.

Journal: Glycobiology 20050201

Title: [Molecular mechanisms in acceptor substrate recognition of a human glucuronyltransferase, GlcAT-P, an enzyme critical in the biosynthesis of the carbohydrate epitope HNK-1].

Journal: Seikagaku. The Journal of Japanese Biochemical Society 20050201

Title: High-throughput identification of fucosyltransferase inhibitors using carbohydrate microarrays.

Journal: Bioorganic & medicinal chemistry letters 20040621

Title: Structural basis for acceptor substrate recognition of a human glucuronyltransferase, GlcAT-P, an enzyme critical in the biosynthesis of the carbohydrate epitope HNK-1.

Journal: The Journal of biological chemistry 20040521

Title: Formation of LacNAc mimetics employing novel donor substrates for enzymatic beta 1-->4 galactosylation.

Journal: Organic & biomolecular chemistry 20040407

Title: The two envelope membrane glycoproteins of Tomato spotted wilt virus show differences in lectin-binding properties and sensitivities to glycosidases.

Journal: Virology 20040205

Title: Suppression of beta 1,3galactosyltransferase beta 3Gal-T5 in cancer cells reduces sialyl-Lewis a and enhances poly N-acetyllactosamines and sialyl-Lewis x on O-glycans.

Journal: European journal of biochemistry 20040101

Title: Analysis of sugar epimers using mass spectrometry: N-acetyllactosamine-6,6'-disulfate and the 2'-epimer.

Journal: European journal of mass spectrometry (Chichester, England) 20040101

Title: Glycosyltransferase assays utilizing N-acetyllactosamine acceptor immobilized on a cellulose membrane.

Journal: Analytical biochemistry 20031201

Title: Enzymatic synthesis of N-acetyllactosamine in aqueous-organic reaction media.

Journal: Die Pharmazie 20031201

Title: Chemo-enzymatic synthesis of conformationally constrained oligosaccharides.

Journal: Organic & biomolecular chemistry 20031121

Title: Synthesis of N-acetyllactosamine derivatives with variation in the aglycon moiety for the study of inhibition of sialyl Lewis x expression.

Journal: Chembiochem : a European journal of chemical biology 20030905

Title: Kinetic studies on endo-beta-galactosidase by a novel colorimetric assay and synthesis of N-acetyllactosamine-repeating oligosaccharide beta-glycosides using its transglycosylation activity.

Journal: European journal of biochemistry 20030901

Title: Systematic syntheses and inhibitory activities of bisubstrate-type inhibitors of sialyltransferases.

Journal: The Journal of organic chemistry 20030711

Title: Conformational differences in liganded and unliganded states of Galectin-3.

Journal: Biochemistry 20030408

Title: Beta 1,4-galactosyltransferase (beta 4GalT)-IV is specific for GlcNAc 6-O-sulfate. Beta 4GalT-IV acts on keratan sulfate-related glycans and a precursor glycan of 6-sulfosialyl-Lewis X.

Journal: The Journal of biological chemistry 20030314

Title: X-ray structural analysis of the ligand-recognition mechanism in the dual-affinity labeling of c-type lysozyme with 2',3'-epoxypropyl beta-glycoside of N-acetyllactosamine.

Journal: Journal of molecular recognition : JMR 20030101

Title: ST8Sia II and ST8Sia IV polysialyltransferases exhibit marked differences in utilizing various acceptors containing oligosialic acid and short polysialic acid. The basis for cooperative polysialylation by two enzymes.

Journal: The Journal of biological chemistry 20020927

Title: Low micromolar inhibitors of galectin-3 based on 3'-derivatization of N-acetyllactosamine.

Journal: Chembiochem : a European journal of chemical biology 20020301

Title: Terminal alpha-linked galactose rather than N-acetyl lactosamine is ligand for bovine heart galectin-1 in N-linked oligosaccharides of glycoproteins.

Journal: Journal of molecular recognition : JMR 20020101

Title: Distance mapping of protein-binding sites using spin-labeled oligosaccharide ligands.

Journal: Protein science : a publication of the Protein Society 20011101

Title: Purification and characterization of two lectins from a toxic moray, Gymnothrax javanicus.

Journal: Bioscience, biotechnology, and biochemistry 20011101

Title: Molecular cloning and expression of a novel human beta-Gal-3-O-sulfotransferase that acts preferentially on N-acetyllactosamine in N- and O-glycans.

Journal: The Journal of biological chemistry 20010629

Title: Peanut (Arachis hypogaea) lectin recognizes alpha-linked galactose, but not N-acetyl lactosamine in N-linked oligosaccharide terminals.

Journal: International journal of biological macromolecules 20010612

Title: Analysis of enzyme kinetics using electrospray ionization mass spectrometry and multiple reaction monitoring: fucosyltransferase V.

Journal: Biochemistry 20010403

Title: Enzymatic synthesis of aliphatic beta-lactosides as mimic units of glycosphingolipids by use of Trichoderma reesei cellulase.

Journal: Archives of biochemistry and biophysics 20010101

Title: Lipooligosaccharides (LOS) of Neisseria gonorrhoeae and Neisseria meningitidis have components that are immunochemically similar to precursors of human blood group antigens. Carbohydrate sequence specificity of the mouse monoclonal antibodies that recognize crossreacting antigens on LOS and human erythrocytes.

Journal: The Journal of experimental medicine 19880701

Title: Further studies of the specificities of monoclonal anti-i and anti-I antibodies using chemically synthesized, linear oligosaccharides of the poly-N-acetyllactosamine series.

Journal: Molecular immunology 19841101

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Tags:55637-63-3 Molecular Formula|55637-63-3 MDL|55637-63-3 SMILES|55637-63-3 2-ACETAMIDO-2-DEOXY-4-O-(BETA-D-MANNOPYRANOSYL)-D-GLUCOSE