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CAS 72626-61-0

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4-Methylumbelliferyl β-cellobioside

Description:
4-Methylumbelliferyl β-cellobioside is a synthetic compound commonly used as a substrate in biochemical assays, particularly for the detection of cellulolytic enzymes. It is a glycoside, where the sugar moiety is cellobiose, linked to a fluorescent moiety, 4-methylumbelliferone. This structure allows for the release of the fluorescent 4-methylumbelliferone upon enzymatic hydrolysis, making it a valuable tool for studying enzyme activity related to cellulose degradation. The compound is typically soluble in water and organic solvents, facilitating its use in various laboratory settings. Its fluorescence properties enable sensitive detection and quantification, which is crucial in research areas such as microbiology, biochemistry, and environmental science. Additionally, the compound's stability and specificity towards certain enzymes make it an effective substrate for studying the activity of cellulases and other related enzymes. Safety data sheets should be consulted for handling and disposal guidelines, as with any chemical substance.
Formula:C22H28O13
InChI:InChI=1S/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
InChI key:InChIKey=PRTGXBPFDYMIJH-MKQZUAMYSA-N
SMILES:CC=1C=2C(=CC(O[C@@H]3O[C@H](CO)[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)=CC2)OC(=O)C1
Synonyms:
  • 2H-1-Benzopyran-2-one, 7-[(4-O-β-<span class="text-smallcaps">D</smallcap>-glucopyranosyl-β-<smallcap>D</span>-glucopyranosyl)oxy]-4-methyl-
  • 4-Methylumbellifery-beta-D-cellobioside
  • 4-Methylumbelliferyl cellobiopyranoside
  • 4-Methylumbelliferyl β-cellobioside
  • 4-Methylumbelliferyl-beta-D-cellobioside
  • 4-methyl-2-oxo-2H-chromen-7-yl 4-O-beta-D-glucopyranosyl-beta-D-glucopyranoside
  • 7-[(4-O-β-<span class="text-smallcaps">D</smallcap>-Glucopyranosyl-β-<smallcap>D</span>-glucopyranosyl)oxy]-4-methyl-2H-1-benzopyran-2-one
  • Coumarin, 7-(β-cellobiosyloxy)-4-methyl-
  • 2H-1-Benzopyran-2-one, 7-[(4-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-4-methyl-
  • 7-[(4-O-β-D-Glucopyranosyl-β-D-glucopyranosyl)oxy]-4-methyl-2H-1-benzopyran-2-one
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