155197-00-5

Upstream product

• 76-83-5 trityl chloride 
• 155196-97-7 2-azidoethyl α-D-mannopyranoside 
• 140428-83-7 2-azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside 
• 32934-24-0 S-ethyl 2,3,4,6-tetra-O-acetyl-1-deoxy-1-thio-α-D-mannopyranoside 

Downstream Products

• 680573-15-3 5-azidonaphthalene-1-sulfonamidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside 
• 680573-14-2 2-azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside 
• 680573-13-1 2-azidoethyl 2,3,4-tri-O-benzoyl-α-D-mannopyranoside 

Relevant academic research and scientific papers

Synthesis of mannopyranose disaccharides as photoaffinity probes for mannosyltransferases in Mycobacterium tuberculosis

Mannosyltransferases play a crucial role in mycobacterial cell-wall biosynthesis and are potential new drug targets for the treatment of tuberculosis. Herein, we describe the synthesis of α-(1→2)- and α-(1→6)-linked mannopyranosyl disaccharides possessing

Bioorthogonal Conjugation Directed by a Sugar-Sorting Pathway for Continual Tracking of Stressed Organelles

Selective and continuous tracking of dynamic organelles is crucial for modern biology. We herein report a ship-in-a-bottle strategy for tagging lysosomes by a strain-promoted azide–alkyne cycloaddition to couple a pH sensor (RC) with mannose-6-carboxylate (M6C) actively transported into lysosomes through cell sorting. In contrast to classical acidotropic sensors, which are prone to dissipate from lysosomes, M6C-RC formed in situ is stably trapped in lysosomes without resort to lysosomal acidity and exhibits “always-on” blue fluorescence to pinpoint lysosomes and red-to-blue fluorescence ratios indicative of the lysosomal pH value. These advantages enable tracking of stressed lysosomes, and necrosis to be differentiated from apoptosis on the basis of lysosomal pH changes. The cell-sorting-mediated bioorthogonal tagging strategy offers a new route to track stressed organelles with disrupted physiological organelle–probe affinity.

Development of 6-[18F]fluoro-carbohydrate-based prosthetic groups and their conjugation to peptides via click chemistry

This work describes the development of new 6-[18F]fluoro-carbohydrate-based prosthetic groups equipped with an azido arm that are able to participate in copper(I)-catalyzed cycloadditions for 18F labeling of biomolecules under mild c

Click glycosylation of peptides through cysteine propargylation and CuAAC

'Click' glycosylation of cysteine-containing peptides were carried out in good yield by Copper(I)-catalyzed Azide-Alkyne Cycloaddition (CuAAC). For that peptides were functionalized though direct propargylation of the cysteine residue allowing their use in CuAAC with suitable free or protected azido sugars of gluco, manno and galacto configuration. Among these free and protected glycopeptides a series of 'glycoRGD' peptides were obtained and submitted to in vitro platelet aggregation tests, showing that the pseudoglycosylation of the adhesion sequence lowers the IC50 value and thus could improve the in vivo pharmacokinetic properties.