4-MU-b-D-Gal
4-Methylumbelliferyl b-D-galactopyranoside
Fluorescent substrate for detecting ?-galactosidase in cell extracts and purified enzyme preparations using a fluorescence microplate reader or fluorometer. This substrate yields a water-soluble blue fluorescent coumarin fluorophore upon cleavage.
4-Methylumbelliferyl-?-D-galactoside (MUG) is a fluorogenic substrate for ?-galactosidase (?-gal). Hydrolysis of MUG by ?-gal releases the fluorescent moiety 4-MU, which displays a pH-dependent excitation maximum of 330, 370, and 385 nm at pH 4.6, 7.4, and 10.4, respectively, and an emission maximum between 445-454 nm. MUG has been used to detect ?-gal activity in intact bacteria, yeast, and mammalian cells.
4-methylumbelliferyl beta-D-galactoside is a beta-D-galactoside having a 4-methylumbelliferyl substituent at the anomeric position. It has a role as a chromogenic compound. It is a member of coumarins, a monosaccharide derivative and a beta-D-galactoside. It derives from a 4-methylumbelliferone.
CAS Number | 6160-78-7 |
Product Name | 4-Methylumbelliferyl-galactopyranoside |
IUPAC Name | 4-methyl-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one |
Molecular Formula | C16H18O8 |
Molecular Weight | 338.31 g/mol |
InChI | InChI=1S/C16H18O8/c1-7-4-12(18)23-10-5-8(2-3-9(7)10)22-16-15(21)14(20)13(19)11(6-17)24-16/h2-5,11,13-17,19-21H,6H2,1H3/t11-,13+,14+,15-,16-/m1/s1 |
InChI Key | YUDPTGPSBJVHCN-DZQJYWQESA-N |
SMILES | CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)CO)O)O)O |
Synonyms | 4-methylumbelliferone-alpha-D-galactoside, 4-methylumbelliferyl galactose, 4-methylumbelliferyl-alpha-D-galactopyranoside, 4-methylumbelliferyl-beta-D-galactopyranoside, 4-methylumbelliferyl-beta-D-galactoside, 4-methylumbelliferyl-galactopyranoside, 4-methylumbelliferyl-galactopyranoside, ((alpha-D)-galactopyranosyloxy)-isomer, 4-methylumbelliferyl-galactopyranoside, ((beta-D)-galactosyloxy)-isomer, 4-MUBF-GP |
Canonical SMILES | CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)CO)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)O)O |
CAS No: 6160-78-7
Synonyms: 4-MU-b-D-GalMUGal
MDL No: MFCD00036773
Chemical Formula: C16H18O8
Molecular Weight: 338.31 |
COA:
Product name: 4-Methylumbelliferyl ?-D-galactopyranoside
CAS: 6160-78-7 M.F.: C16H18O8 M.W.: 338.31
Items | Standards | Results |
Appearance | White crystal powder | Complies |
Solubility | Soluble in DMF, insoluble in 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% | 98.8% |
References:
1. Rakhmanova VA, MacDonald RC,, Anal. Biochem., 1998, 257, p2342. Vernet M et al., Application of LacZ gene fusions to preimplantation development. Meth. Enzymol. 1993, 225, p434-451 |