17695-48-6 , 4-Methylumbelliferyl palmitate
C26H38O4 / 414.58
MFCD00037612
4-Methylumbelliferyl palmitate, commonly names as 4-MUP, is a fluorescent probe that binds to lipases, enzymes responsible to assist on the hydrolysis of fats. In diagnosis, 4-MUP is used for screening of lysosomal storage diseases (LSD) caused by a deficiency of a single enzyme involved in the metabolism of glycoproteins, lipids or mucopolysaccharides.
Cholesterol ester storage disease and Wolman disease are recessive autosomal disorders caused by a deficiency in lysosomal acid lipase (LAL), also known as cholesteryl ester hydrolase. 4-Methylumbelliferyl palmitate (4-MUP) is a fluorogenic substrate for lysosomal acid lypase (LAL). 4-MUP is cleaved by LAL to release the fluorescent moiety 4-MU. 4-MU fluorescence is pH-dependent with excitation maxima of 320 and 360 nm at low (1.97-6.72) and high (7.12-10.3) pH, respectively, and an emission maximum ranging from 445 to 455 nM, increasing as pH decreases. 4-MUP may also be cleaved by other acid lipases. Recent advances allow the assessment of LAL activity in very small blood volumes using 4-MUP.
Cholesterol ester storage disease and Wolman disease are recessive autosomal disorders caused by a deficiency in lysosomal acid lipase (LAL), also known as cholesteryl ester hydrolase. 4-Methylumbelliferyl palmitate (4-MUP) is a fluorogenic substrate for LAL. It may also be cleaved by other acid lipases. Recent advances allow the assessment of LAL activity in very small blood volumes using 4-MUP.
CAS Number | 17695-48-6 |
Product Name | 4-Methylumbelliferyl palmitate |
IUPAC Name | (4-methyl-2-oxochromen-7-yl) hexadecanoate |
Molecular Formula | C26H38O4 |
Molecular Weight | 414.6 g/mol |
InChI | InChI=1S/C26H38O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-25(27)29-22-17-18-23-21(2)19-26(28)30-24(23)20-22/h17-20H,3-16H2,1-2H3 |
InChI Key | QKQVFFACWLFRRX-UHFFFAOYSA-N |
SMILES | CCCCCCCCCCCCCCCC(=O)OC1=CC2=C(C=C1)C(=CC(=O)O2)C |
Synonyms | Hexadecanoic Acid 4-Methyl-2-oxo-2H-1-benzopyran-7-yl Ester; 7-Hydroxy-4-methylcoumarin Palmitate; 4-Methylumbelliferone Palmitate; Palmitoyl 4-Methylumbelliferone; |
Canonical SMILES | CCCCCCCCCCCCCCCC(=O)OC1=CC2=C(C=C1)C(=CC(=O)O2)C |
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