4-Methylumbelliferyl 2-acetamido-2-deoxy-4-O-(a-L-fucopyranosyl)-b-D-glucopyranoside

CAS: 383160-13-2

Ref. 3D-EM06427

Product Information

• Name: 4-Methylumbelliferyl 2-acetamido-2-deoxy-4-O-(a-L-fucopyranosyl)-b-D-glucopyranoside
• Synonyms: Fuc-a-1,4-GlcNAc-b-4MU
• Brand: Biosynth
• Description: 4-Methylumbelliferyl 2-acetamido-2-deoxy-4-O-(alpha-L-fucopyranosyl)-beta-D-glucopyranoside is a fluorogenic substrate for alpha-L-fucosidase. After enzymatic cleaveage, free 4-methylumbelliferone (also known as hymecromone) is released, exhibiting blue fluorescence upon excitation with UV light. The strongest fluorescence of 4-methylumbelliferone requires deprotonation of the hydroxyl group (thus requires alkaline pH), with a maximal fluorescence intensity obtained with excitation at 350 to 370 nm and emission at 440 to 470 nm. The use of 4-methylumbelliferyl 2-acetamido-2-deoxy-4-O-(alpha-L-fucopyranosyl)-beta-D-glucopyranosideas a substrate for measuring the alpha-L-fucosidase activity is used for fucosidosis diagnosis (deficiency of the enzyme alpha-L-fucosidase) and glycoprotein metabolism disorder detection.

Chemical properties

• Molecular weight: 525.5 g/mol
• Formula: C₂₄H₃₁NO₁₂
• Purity: Min. 95 Area-%
• Color/Form: Powder
• InChI: InChI=1S/C24H31NO12/c1-9-6-16(28)35-14-7-12(4-5-13(9)14)34-23-17(25-11(3)27)19(30)22(15(8-26)36-23)37-24-21(32)20(31)18(29)10(2)33-24/h4-7,10,15,17-24,26,29-32H,8H2,1-3H3,(H,25,27)
• InChI key: InChIKey=BYBMNJSPCSQJCY-UHFFFAOYSA-N
• SMILES: CC(=O)NC1C(Oc2ccc3c(C)cc(=O)oc3c2)OC(CO)C(OC2OC(C)C(O)C(O)C2O)C1O