4-Methylumbelliferyl-beta-D-galactopyranoside

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Catalog No: A10GD-4438
Cas No: 6160-78-7
Properties: Mol Formula: C16H18O8, Mol Weight: 338.31
IUPAC Name: 4-methyl-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
Synonym: 4-methylumbelliferyl beta-d-galactoside, 4-Methylumbelliferyl-galactopyranoside, 4-Methylumbelliferyl b-D-galactoside

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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

2. MSDS

3. Tech Data Sheets/Manuals

Size

1 G, 100 MG, 5 G, Other

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