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
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Standards
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Results
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Appearance
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White crystal powder
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Complies
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Solubility
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Soluble in DMF,
insoluble in ether
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Complies
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Identification
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IR and HPLC
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Complies
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NMR and MS
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Should comply
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Complies
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Water Content ?K.F.?
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Max. 1%
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0.2%
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Heavy metal
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Max. 20ppm
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Complies
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Residue on ignition
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Max. 0.5%
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0.1%
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4-Methylumbelliferone
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Max. 0.1%
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Complies
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TLC
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Should be one spot
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One spot
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Assay by HPLC
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Min. 98%
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98.8%
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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 |