482576-72-7

Upstream product

• 32934-24-0 S-ethyl 2,3,4,6-tetra-O-acetyl-1-deoxy-1-thio-α-D-mannopyranoside 
• 18968-05-3 1,3,4,6-tetra-O-acetyl-β-D-mannopyranose 
• 482576-69-2 acetyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-acetyl-β-D-mannopyranose 
• 482576-68-1 O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-acetyl-α-D-mannopyranosyl fluoride 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 69685-28-5 acetyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-acetyl-β-D-mannopyranose 
• 73724-48-8 N-(fluoren-9-ylmethoxycarbonyl)-L-threonine benzyl ester 
• 482576-70-5 (2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-acetyl-α-D-mannopyranosyl fluoride 

Relevant academic research and scientific papers

Synthesis of mannosyl and oligomannosyl threonine building blocks found on the mycobacterium tuberculosis 45 kDa MPT 32 glycoprotein

Mycobacterium tuberculosis secretes a 45 kDa glycoprotein (MPT 32) carrying mannosylated threonine residues. A general strategy was developed to couple peracetylated mannose, α-(1,2)-linked mannobiose or mannotriose to Fmoc-threonine-benzyl ester. Activation of mannosyl acetates or fluorides by borontrifluoride etherate gave the desired Fmoc-glycosyl amino acid building blocks in good yields. The synthesis leads to stable compounds and can easily be scaled up.