130525-72-3

Upstream product

• 16697-49-7 3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose 
• 75-08-1 ethanethiol 
• 55628-56-3 1,2-di-O-acetyl-3,4,6-tri-O-benzyl-α/β-D-mannopyranoside 
• 68567-54-4 1,2-di-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 146864-77-9 3,4,6-tri-O-benzyl-1,2-O-(exo-methoxyethylidene)-β-D-mannopyranose 
• 68681-00-5 3,4,6-tri-O-benzyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose 
• 225924-46-9 1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose 
• 100-39-0 benzyl bromide 
• 80877-03-8 3,4,6-tri-O-acetyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose 
• 572-09-8 2,3,4,6-tetra-O-acetyl-D-mannopyranosyl bromide 
• 29073-91-4 1,2-O-(1-methoxyethylidene)-β-D-mannopyranose 
• 3254-16-8 3,4,6-tri-O-acetyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose 
• 530-26-7 D-Mannose 

Downstream Products

• 80596-05-0 methyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1<*>2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 129750-23-8 Ethyl 3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside 
• 93381-69-2 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl bromide 
• 245366-63-6 Methyl (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-4,6-di-O-benzylidene-α-D-mannopyranoside 
• 224953-01-9 octyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->5)-2,3-di-O-benzyl-β-D-arabinofuranoside 
• 224953-09-7 octyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->5)-2,3-di-O-benzyl-β-D-arabinofuranoside 
• 129214-38-6 2-O-acetyl-3,4,6-tri-O-benzyl-D-mannopyranoside 
• 185447-01-2 2-(trimethylsilyl)ethyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 593283-95-5 8-azidooctyl 5-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-2,3-di-O-benzyl-β-D-arabinofuranoside 
• 593284-02-7 8-azidooctyl 3,4,6-tri-O-benzyl-2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside 

Relevant academic research and scientific papers

RETRACTED ARTICLE: Chemical synthesis and antigenic activity of a phosphatidylinositol mannoside epitope from: Mycobacterium tuberculosis

Phosphatidylinositol mannosides (PIMs) have been investigated as lipidic antigens for a new subunit tuberculosis vaccine. A non-natural diacylated phosphatidylinositol mannoside (Ac2PIM2) was designed and synthesized by mimicking the natural PIM6 processi

Synthesis and binding affinity analysis of α1-2- and α1-6-O/S-linked dimannosides for the elucidation of sulfur in glycosidic bonds using quartz crystal microbalance sensors

The role of sulfur in glycosidic bonds has been evaluated using quartz crystal microbalance methodology. Synthetic routes towards α1-2- and α1-6-linked dimannosides with S- or O-glycosidic bonds have been developed, and the recognition properties assessed in competition binding assays with the cognate lectin concanavalin A. Mannose-presenting QCM sensors were produced using photoinitiated, nitrene-mediated immobilization methods, and the subsequent binding study was performed in an automated flow-through instrumentation, and correlated with data from isothermal titration calorimetry. The recorded Kd-values corresponded well with reported binding affinities for the O-linked dimannosides with affinities for the α1-2-linked dimannosides in the lower micromolar range. The S-linked analogs showed slightly disparate effects, where the α1-6-linked analog showed weaker affinity than the O-linked dimannoside, as well as positive apparent cooperativity, whereas the α1-2-analog displayed very similar binding compared to the O-linked structure.

Mannosylated compounds useful for the prevention and the treatment of infectious diseases

The present invention relates to new anti-infectious compounds consisting of (i) a polar head having from one to three mannose, dimannose or trimannose moieties, which is coupled through an appropriate linker to (ii) a single lipid chain of at least 17 carbon atoms of length. Pharmaceutical compositions and therapeutic uses thereof are also provided.

Multivalent glyconanoparticles with enhanced affinity to the anti-viral lectin Cyanovirin-N

Low-mannose (LM) structures were coupled to gold nanoparticles (Au NPs) to amplify the affinity of LMs with Cyanovirin-N (CV-N) lectins and to study the structures of CV-N variants CVNQ50C and CVNMutDB. The Royal Society of Chemistry

Analysis of the dispersity in carbohydrate loading of synthetic glycoproteins using MALDI-TOF mass spectrometry

Statistical correlation of mass spectrum peak broadening with product dispersity in protein conjugation reactions allows more detailed characterization of putative therapeutic conjugates.

A highly convergent synthesis of an N-linked glycopeptide presenting the H-type 2 human blood group determinant

The total synthesis of an H-type blood group determinant in a model biological setting is described. The construct is comprised of a high mannose core structure with projecting lactose spacers, culminating in a two-copy presentation of the H-type blood group determinant itself. Key reactions that were used in this construction include sulfonamidohydroxylation (see 15→18) and benzoate-directed glycosylation via an activated thiophenyl donor (see 34→36). Another key strategic element involved the epimerization of an interior core glucoside to reach the β-mannoside (see 37→38) required in the ring C sugar of the high mannose core.

Synthesis of high-mannose type neoglycolipids: Active targeting of liposomes to macrophages in gene therapy

The concise synthesis of five biantennary oligomannose neoglycolipids is presented. Employing a strategy based on the principles of reactivity tuning and orthogonal activation, the oligomannose moieties, isolated from the glycoprotein 63 of the parasite L

1,2,5-Ortho esters of D-arabinose as versatile arabinofuranosidic building blocks. Concise synthesis of the tetrasaccharidic cap of the lipoarabinomannan of Mycobacterium tuberculosis

1,2,5-ortho esters of D-arabinose were found to be ideally suited building blocks for the stereoselective formation of and β arabinofuranosidic linkages after nucleophilic opening of the orthoester with oxygen and sulfur nucleophiles; the tetrasaccharidic cap of the lipoarabinomannan of Mycobacterium tuberculosis was then synthesized in a highly convergent manner.

Chemical synthesis of the W-glycans of gp63, the major surface glycoprotein from Leishmania mexicana amazonemis

The chemical synthesis of the conjugated heptasaccharide Man(α1-3)Man(α1-6)[GIc(α1-3)Man(α1-2)Man(α1-2) Man(α1-3)]Manβl-O[CH2]8CO2Me 1 and four closely related biantennary oligomannose type structures derived from the glyc

The synthesis of β-mannopyranosides by intramolecular aglycon delivery: scope and limitations of the exciting methodology

The synthesis of β-mannopyrosides by intramolecular aglycon delivery is shown to proceed with complete stereoselectivity in six separate cases.This strategy has been successfully applied to the synthesis of several disaccharides, including octyl 3,6-di-O-