72626-61-0, 4-Methylumbelliferyl β-D-cellobioside, CAS: 72626-61-0

72626-61-0, 4-Methylumbelliferyl β-D-cellobioside, CAS: 72626-61-0
C22H28O13 / 500.45
MFCD00063279

4-Methylumbelliferyl b-D-cellobioside

4-Methylumbelliferyl b-D-cellobioside is a cellobiose derivative that is used as an active substance for the determination of the activity of mammalian cells. Cellobiose is a sugar found in plants and fungi, which can be hydrolyzed to glucose by enzymes such as endoglucanase. This compound also acts as a substrate for the polymerase chain reaction (PCR). 4-Methylumbelliferyl b-D-cellobioside binds to antibodies and thereby facilitates the detection of monoclonal antibodies. The binding constants between this fluorescent dye and cellulose are high enough to allow its use in viscosity measurements. 4-Methylumbelliferyl b-D-cellobioside has been shown to inhibit fungal biomass production in vitro by binding to cell wall components.

CAS No: 72626-61-0 Synonyms: 4-MU-b-D-cellobioside MDL No: MFCD00063279 Chemical Formula: C22H28O13 Molecular Weight: 500.45

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CAS Number	72626-61-0
Product Name	4-Methylumbelliferyl beta-D-cellobioside
IUPAC Name	7-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methylchromen-2-one
Molecular Formula	C22H28O13
Molecular Weight	500.4 g/mol
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	PRTGXBPFDYMIJH-MKQZUAMYSA-N
SMILES	CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)O)O)O)O)O
Synonyms	7-[(4-O-β-D-Glucopyranosyl-β-D-glucopyranosyl)oxy]-4-methyl-2H-1-benzopyran-2-one; 7-(β-Cellobiosyloxy)-4-methylcoumarin; 4-Methylumbelliferyl Cellobiopyranoside;
Canonical SMILES	CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)O)O)O)O)O
Isomeric SMILES	CC1=CC(=O)OC2=C1C=CC(=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O

COA:

Product name: 4-Methylumbelliferyl β-D-cellobioside

CAS: 72626-61-0 M.F.: C₂₂H₂₈O₁₃ M.W._:500.45

*Items*	*Standards*	*Results*
Appearance	White crystal powder	Complies
Solubility	Soluble in hot water, insoluble ether	Complies
Identification	IR and HPLC	Complies
NMR and MS	Should comply	Complies
Water Content （K.F.）	Max. 1%	0.2%
Heavy metal	Max. 20ppm	Complies
Residue on ignition	Max. 0.5%	0.1%
4-Methylumbelliferone	Max. 0.1%	Complies
TLC	Should be one spot	One spot
Assay by HPLC	Min. 98%	98.4%

References:

1. Gusakov AV, Protas OV, Chernoglazov VM, Sinitsyn AP, Kovalysheva GV, Shpanchenko OV, Ermolova OV, Biochim. Biophys. Acta 1991, Apr 9, 1073(3), 481-5

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