72626-61-0

Usage

Uses

Used in Enzyme Activity Assays:
4-Methylumbelliferyl β-D-cellobioside is used as a substrate to measure (1,4)-β-Glucanase activity in sediments. This allows researchers to evaluate the presence and activity of enzymes that break down cellulose, a key component of plant cell walls, in various environmental samples.
Used in Biochemical Research:
In biochemical research, 4-Methylumbelliferyl β-D-cellobioside is used to assay cellulase from A. niger, a fungus known for its potent cellulolytic enzymes. This helps in determining the extracellular enzyme activity for 1,4-β-cellobiohydrolases, which are crucial for the breakdown of cellulose into simpler sugars.
Used in Enzyme Characterization:
4-Methylumbelliferyl β-D-cellobioside is also used to assay the activity of bound enzyme, endoglucanase I (EGIc) from Trichoderma reesei, a fungus widely used in industrial applications for its ability to produce cellulase enzymes. This aids in the characterization and optimization of enzyme performance in various industrial processes.
Used in Studying Hydrophobins:
Furthermore, 4-Methylumbelliferyl β-D-cellobioside has been employed to study class II hydrophobins (HFBI), which are proteins that self-assemble at hydrophobic-hydrophilic interfaces. This research is important for understanding the properties and potential applications of these unique proteins in various industries.

Biochem/physiol Actions

4-Methylumbelliferyl β-D-cellobioside is used as a substrate for cellulase assays. It is mainly used for activity staining of cellulases in polyacrylamide gels.

InChI:InChI=1/C22H28O13/c1-8-4-14(25)32-11-5-9(2-3-10(8)11)31-21-19(30)17(28)20(13(7-24)34-21)35-22-18(29)16(27)15(26)12(6-23)33-22/h2-5,12-13,15-24,26-30H,6-7H2,1H3/t12-,13-,15-,16+,17-,18-,19-,20-,21-,22+/m1/s1

Upstream product

• 122147-95-9 7-(hepta-O-acetyl-β-cellobiosyloxy)-4-methyl-coumarin 
• 14227-66-8 acetobromocellobiose 
• 2956-16-3 uridine 5'-diphospho-D-galactose 
• 37067-30-4 N-[(2S,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)-tetrahydro-pyran-3-yl]-acetamide 
• 18997-57-4 4-methylumbelliferyl β-D-glucopyranoside 
• 108-46-3 recorcinol 
• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 2816-24-2 2-nitrophenyl β-D-glucopyranoside 

Downstream Products

• 122147-95-9 7-(hepta-O-acetyl-β-cellobiosyloxy)-4-methyl-coumarin 

Relevant academic research and scientific papers

Rational design, synthesis, evaluation and enzyme - Substrate structures of improved fluorogenic substrates for family 6 glycoside hydrolases

Methylumbelliferyl-β-cellobioside (MUF-G2) is a convenient fluorogenic substrate for certain β-glycoside hydrolases (GH). However, hydrolysis of the aglycone is poor with GH family 6 enzymes (GH6), despite strong binding. Prediction of the orientation of the aglycone of MUF-G2 in the +1 subsite of Hypocrea jecorina Cel6A by automated docking suggested umbelliferyl modifications at C4 and C6 for improved recognition. Four modified umbelliferyl-β-cellobiosides [6-chloro-4-methyl- (ClMUF); 6-chloro-4-trifluoromethyl- (ClF3MUF); 4-phenyl- (PhUF); 6-chloro-4-phenyl- (ClPhUF)] were synthesized and tested with GH6, GH7, GH9, GH5 and GH45 cellulases. Indeed the rate of aglycone release by H. jecorina Cel6A was 10-150 times higher than with MUF-G2, although it was still three orders of magnitude lower than with H. jecorina Cel7B. The 4-phenyl substitution drastically reduced the fluorescence intensity of the free aglycone, while ClMUF-G2 could be used for determination of kcat and KM for H. jecorina Cel6A and Thermobifida fusca Cel6A. Crystal structures of H. jecorina Cel6A D221A mutant soaked with the MUF-, ClMUF- and ClPhUF-β-cellobioside substrates show that the modifications turned the umbelliferyl group 'upside down', with the glycosidic bond better positioned for protonation than with MUF-G2. 2012 The Authors Journal compilation

Highly efficient chemoenzymatic synthesis of β1-4-linked galactosides with promiscuous bacterial β1-4-galactosyltransferases

Two bacterial β1-4-galactosyltransferases, NmLgtB and Hp1-4GalT, exhibit promiscuous and complementary acceptor substrate specificity. They have been used in an efficient one-pot multienzyme system to synthesize LacNAc, lactose, and their derivatives including those containing negatively charged 6-O-sulfated GlcNAc and C2-substituted GlcNAc or Glc, from monosaccharide derivatives and inexpensive Glc-1-P.

Glycosynthase-catalysed syntheses at pH below neutrality

The use of the new glycosynthase Ta-β-GlyE386G and of the already known Ss-β-GlyE387G for the synthesis of interesting 4-methylumbelliferyl disaccharides and for the galactosylation of α- and β-xylosides of 4-penten-1-ol is reported. The results show sati