6-Bromo-2-naphthyl α-D-mannopyranoside

CAS: 28541-84-6

Ref. 3D-EB05122

Product Information

• Name: 6-Bromo-2-naphthyl α-D-mannopyranoside
• Synonyms: Br-Nap-α-D-Man2-(6-Bromonaphthyl) α-D-mannoside, 6-Bromo-2-naphthalenyl α-<span class="text-smallcaps">D</span>-mannopyranoside, 6-Bromo-2-naphthyl α-<span class="text-smallcaps">D</span>-mannopyranoside, 6-Bromonaphthalen-2-Yl Hexopyranoside, 6-bromonaphthalen-2-yl alpha-D-mannopyranoside, Mannopyranoside, 6-bromo-2-naphthyl, α-<span class="text-smallcaps">D</span>-, α-<span class="text-smallcaps">D</span>-Mannopyranoside, 6-bromo-2-naphthalenyl
• CAS: 28541-84-6

Description

6-Bromo-2-naphthyl a-D-mannopyranoside is a reactive, kinetic, and active site inhibitor that blocks the binding of galactose and l-arabinose to the enzyme α-mannosidase. This reaction prevents the hydrolysis of terminal α-(1→6) linked mannose residues from oligosaccharides and glycoproteins, which may be involved in demyelination. 6-Bromo-2-naphthyl a-D-mannopyranoside inhibits TNFα production by activated microglia cells. It has been shown to prevent the activation of microglia cells by blocking NFκB transcriptional activity. This inhibition may be due to its ability to block the binding of galactose and l-arabinose to the enzyme α-mannosidase, thus preventing oligosaccharides from being cleaved off glycoproteins

• Brand: Biosynth

Chemical properties

• Molecular weight: 385.21 g/mol
• Formula: C₁₆H₁₇BrO₆
• Purity: Min. 95%
• Color/Form: Powder
• InChI: InChI=1S/C16H17BrO6/c17-10-3-1-9-6-11(4-2-8(9)5-10)22-16-15(21)14(20)13(19)12(7-18)23-16/h1-6,12-16,18-21H,7H2/t12-,13-,14+,15+,16+/m1/s1
• InChI key: InChIKey=NLRXQZJJCPRATR-OWYFMNJBSA-N
• SMILES: OC[C@H]1O[C@H](Oc2ccc3cc(Br)ccc3c2)[C@@H](O)[C@@H](O)[C@@H]1O