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 | ?? In Stock |
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-?-D-Glucopyranosyl-?-D-glucopyranosyl)oxy]-4-methyl-2H-1-benzopyran-2-one; 7-(?-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 ?-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