121363-57-3

Basic information

• Product Name: Toluene-4-sulfonic acid (2S,3S,4S,5S)-3,4,5,6-tetrahydroxy-tetrahydro-pyran-2-ylmethyl ester
• CAS NO: 121363-57-3
• Molecular Weight: 334.347
• Mol File: 121363-57-3.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: Toluene-4-sulfonic acid (2S,3S,4S,5S)-3,4,5,6-tetrahydroxy-tetrahydro-pyran-2-ylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Toluene-4-sulfonic acid (2S,3S,4S,5S)-3,4,5,6-tetrahydroxy-tetrahydro-pyran-2-ylmethyl ester(121363-57-3)
• EPA Substance Registry System: Toluene-4-sulfonic acid (2S,3S,4S,5S)-3,4,5,6-tetrahydroxy-tetrahydro-pyran-2-ylmethyl ester(121363-57-3)

Safety Data

• Hazardous Substances Data: 121363-57-3(Hazardous Substances Data)

Upstream product

• 655-45-8 L-gulose 
• 98-59-9 p-toluenesulfonyl chloride 
• 2280-44-6 D-Glucose 
• 530-26-7 D-Mannose 
• 70932-38-6 1,2:3,4-di-O-isopropylidene-6-O-(p-toluenesulfonyl)-α-L-galactopyranose 
• 4478-43-7 (1,2:3,4-di-O-isopropylidene-6-O-(p-toluensulfonate))-D-galactopiranose 

Downstream Products

• 1025959-81-2 tert-Butyl-[(2R,5R)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-[1,3]oxathiolan-2-ylmethoxy]-diphenyl-silane 
• 139757-71-4 (+)-(1'S,2R,5R)-2-<<(tert-butyldiphenylsilyl)oxy>methyl>-5-(1',2'-dihydroxyethyl)-1,3-oxathiolane 
• 139757-69-0 1,2,3,4-tetra-O-acetyl-6-O-tosyl-L-gulopyranoside 
• 20113-43-3 1,2,3,4-tetra-O-acetyl-6-O-p-tolylsulfonyl-α-D-glucopyranose 
• 13242-55-2 2,3,4-tri-O-acetyllevoglucosan 
• 95118-61-9 1,2,3,4-tetra-O-acetyl-6-O-p-tolylsulfonyl-α,β-D-glucopyranose 
• 498-07-7 levoglucosan 
• 103042-48-4 3,4-di-O-acetyl-2,6-di-O-tosyl-α/β-D-glucopyranose 
• 87303-54-6 1,2,3,4-Tetra-O-acetyl-6-O-(p-tolylsulfonyl)-β-D-mannopyranose 
• 121424-20-2 1,2,3,4-tetra-O-acetyl-6-(4-methylbenzenesulfonate)-α-D-mannopyranose 
• 14440-51-8 1,6-anhydro-2,3-O-isopropylidene-β-D-mannopyranose 
• 13046-90-7 2,3,4-tri-O-acetyl-6-O-(p-toluenesulfonyl)-α-D-mannopyranosyl bromide 
• 910220-96-1 C₃₄H₂₉BrO₁₀S 
• 910220-98-3 2,2-dimethyl-propionic acid 2-bromo-3,5-bis-(2,2-dimethyl-propionyloxy)-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-4-yl ester 

Relevant articles and documents

Chemoenzymatic synthesis of CMP-sialic acid derivatives by a one-pot two-enzyme system: Comparison of substrate flexibility of three microbial CMP-sialic acid synthetases

Three microbial CMP-sialic acid synthetases were cloned from Neisseria meningitidis, Streptococcus agalactiae, and Escherichia coli, respectively. Their activities in the production of CMP-sialic acid analogs were compared by HPLC analysis. The N. meningitidis synthetase was used in the preparative synthesis of eight CMP-sialic acid derivatives in a one-pot two-enzyme system. Three C terminal His6-tagged recombinant microbial CMP-sialic acid synthetases [EC 2.7.7.43] cloned from Neisseria meningitidis group B, Streptococcus agalactiae serotype V, and Escherichia coli K1, respectively, were evaluated for their ability in the synthesis of CMP-sialic acid derivatives in a one-pot two-enzyme system. In this system, N-acetylmannosamine or mannose analogs were condensed with pyruvate, catalyzed by a recombinant sialic acid aldolase [EC 4.1.3.3] cloned from E. coli K12 to provide sialic acid analogs as substrates for the CMP-sialic acid synthetases. The substrate flexibility and the reaction efficiency of the three recombinant CMP-sialic acid synthetases were compared, first by qualitative screening using thin layer chromatography, and then by quantitative analysis using high performance liquid chromatography. The N. meningitidis synthetase was shown to have the highest expression level, the most flexible substrate specificity, and the highest catalytic efficiency among the three synthetases. Finally, eight sugar nucleotides, including cytidine 5′-monophosphate N-acetylneuraminic acid (CMP-Neu5Ac) and its derivatives with substitutions at carbon-5, carbon-8, or carbon-9 of Neu5Ac, were synthesized in a preparative (100-200 mg) scale from their 5- or 6-carbon sugar precursors using the N. meningitidis synthetase and the aldolase.

Clustering of Escherichia coli type-1 fimbrial adhesins by using multimeric heptyl α- D -mannoside probes with a carbohydrate core

Heptyl α-D-mannoside (HM) is a strong inhibitor of the FimH lectin that mediates the initial adhesion of the uropathogenic Escherichia coli (E. coli) to the bladder cells. We designed a set of multivalent HM ligands based on carbohydrate cores with struct

Phosphatidylinositol 3-phosphate mimics based on a sulfoquinovose scaffold: Synthesis and evaluation as protein kinase B inhibitors

New sulfoquinovose analogues of phosphatidylinositol 3-phosphate have been synthesised based on a sulfoquinovose scaffold as potential protein kinase B (PKB) inhibitors. The synthetic strategy involved the introduction into glucose of a thioacetate group at the 6-position and of an azide group at the anomeric position as precursors of the sulfonate and phosphoramidate moieties present in the final compounds. The synthesised compounds were tested in vitro on isolated PKB by means of ELISA assays and for their anti-proliferative activity against the human ovarian carcinoma cell line IGROV-1. Sulfoquinovose derivatives 2b and 2c showed inhibitory activity in the low micromolar range.

NOVEL 15O-LABELED MONOSACCHARIDE AND PRODUCING METHOD THEREOF

This invention relates to novel 15O-labeled monosaccharide useful for positron emission tomography (PET) and producing method thereof.