57089-81-3

Upstream product

• 67-56-1 methanol 
• 3006-58-4 2-carbobenzyloxyamino-2-deoxy-D-glucopyranose 
• 1078691-95-8 (+)-D-glucosamine hydrochloride 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 31281-57-9 3,4,6-tri-O-acetyl-2--2-deoxy-1-O-methyl-β-D-glucopyranoside 
• 7772-76-1 methyl 3,4,6-tri-O-acetyl-2-(benzyloxycarbonyl)amino-2-deoxy-α-D-glucopyranoside 
• 612493-14-8 6-[methyl 2-deoxy-2-(N-benzyloxycarbonylamino)-D-glucopyranosidyl]diethyl phosphate 
• 612493-18-2 [(1S,2R,3S,4R)-5-(Diethoxy-phosphoryloxy)-2,3,4-trihydroxy-1-hydroxymethyl-pentyl]-carbamic acid benzyl ester 
• 62858-36-0 methyl 2-benzyloxycarbonylamino-6-bromo-2,6-dideoxy-α-D-gluco-pyranoside 

Relevant academic research and scientific papers

Synthesis of 18F-labeled streptozotocin derivatives and an in-vivo kinetics study using positron emission tomography

Glucose transporter 2 (GLUT2) is involved in glucose uptake by hepatocytes, pancreatic beta cells, and absorptive cells in the intestine and proximal tubules in the kidney. Pancreatic GLUT2 also plays an important role in the mechanism of glucose-stimulat

Hydrophobic derivatives of 2-amino-2-deoxy-D-glucitol-6-phosphate: A new type of D-glucosamine-6-phosphate synthase inhibitors with antifungal action

Several N-acyl and ester derivatives of 2-amino-2-deoxy-D-glucitol-6-phosphate (ADGP) have been synthesised and tested as inhibitors of fungal enzymes involved in early steps of chitin biosynthesis and for antifungal activity. All the tested derivatives w

Halocyclization and palladium(II)-catalyzed amidocarbonylation of unsaturated aminopolyols. Synthesis of 1,4-iminoglycitols as potential glycosidase inhibitors

Syntheses of optically active 2,5-anhydro-1,4-dideoxy-1,4-iminoΔ- lyxitol (6), 1,4,5-trideoxy-1,4-imino-Δ-lyxo-hexitol (14), and its N-methyl derivative 15 from achiral divinylcarbinol, via the aminopentenediol 1, are described using halogen-promoted cyclization and Pd(II)-catalyzed amidocarbonylation as key steps. 2,5,6-Trideoxy-2,5-imino-Λ-ido-heptitol (23), a diastereomeric homologue of the naturally occurring pyrrolidine DMDP G, is prepared from Δ-glucosamine hydrochloride in 7 steps in 19% overall yield. The new compounds 6, 14,15, and 23 show weak glycosidase inhibition in two cases.

Effects of cholesterol on the miscibility of synthetic glucosamine diesters in lipid bilayers and the entrapment of superoxide dismutase into the positively charged liposomes

Methyl-D-glucosamine-3,6-dilauroyl, dimyristoyl, dipalmitoyl or distearoyl esters were synthesized as positively charged lipids. They were incorporated into phosphatidylcholine liposomal membranes and the entrapment of superoxide dismutase (SOD) into the liposomes was attempted. The efficiency of the SOD- entrapment into the positively charged multilamellar vesicles (MLVs), comprising egg yolk phosphatidylcholine and synthetic glucosamine diesters, was enhanced by the addition of cholesterol to the membranes. A differential scanning calorimetric study showed that the miscibility (solubility) of glucosamine diesters in phosphatidylcholine-bilayers increased on the addition of cholesterol to the membranes. Cholesterol assisted in the mixing of phosphatidylcholines with positively charged glucosamine diesters and increased the positive charges on the liposomal membranes. This was confirmed by incremental increases in the zeta-potential of liposomal membranes with an increase in the cholesterol content. Entrapment of SOD thus became more efficient due to the enhanced electrostatic attraction between the positively charged membranes and the negatively charged SOD, and/or the electrostatic repulsive interactions between positively charged membranes; the latter interactions induced a thickening of the water layer in MLVs.