4-Methylumbelliferyl Beta-D-lactoside

Key facts

CAS number

84325-23-5

Purity

>90%

Form

Solid

form

Molecular weight

500.4 Da

Molecular formula

C₂₂H₂₈O₁₃

PubChem

11670553

Nature

Synthetic

Solubility

Soluble in water, heating

Biochemical name

4-Methylumbelliferyl-beta-D-lactoside

Biological description

Fluorogenic probe of ß-lactosidase or combined galactosidase and glucosidase activities. Releases the bright blue fluorophore 4-methylumbelliferone (4-MU) in direct correlation to the ß-lactosidase enzyme activity contained in the sample (EX 385 nm, EM 502 nm, e = 16K).

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

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

InChiKey

PRTGXBPFDYMIJH-KSFLKEQHSA-N

IUPAC Name

7-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methylchromen-2-one