229644-17-1 , Mu-6S-Palm-b-Glc; INCL;
4-Methylumbelliferyl 6-thio-palmitate-b-D-glucopyranoside
C32H48O8S / 592.78
MFCD04039627
4-Methylumbelliferyl 6-thio-palmitate-b-D-glucopyranoside
4-Methylumbelliferyl 6-thio-palmitate-β-D-glucopyranoside is a fluorogenic substrate of palmitoyl-protein thioesterase (PPT, also known as CLN1), a lysosomal hydrolase that removes long-chain fatty acyl groups from modified cysteine residues in proteins. 4-Methylumbelliferyl 6-thio-palmitate-β-D-glucopyranoside is cleaved by PPT/CLN1 to release the fluorescent moiety 4-methylumbelliferyl (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. This substrate is used in assays that measure PPT activity, which is commonly deficient in the neurodegenerative disorder known as infantile neuronal ceroid lipofuscinosis.
4-Methylumbelliferyl 6-thio-palmitate-β-D-glucopyranoside is a fluorogenic substrate of palmitoyl-protein thioesterase (PPT, also known as CLN1), a lysosomal hydrolase that removes long-chain fatty acyl groups from modified cysteine residues in proteins. This substrate is used in assays that measure PPT activity, which is commonly deficient in the neurodegenerative disorder known as infantile neuronal ceroid lipofuscinosis.
A fluorogenic substrate for the assay of palmitoyl-protein thioesterase used in the diagnosis of infantile neuronal ceroid lipofuscinosis.
CAS Number | 229644-17-1 |
Product Name | 4-Methylumbelliferyl 6-thio-palmitate-beta-D-glucopyranoside |
IUPAC Name | S-[[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-methyl-2-oxochromen-7-yl)oxyoxan-2-yl]methyl] hexadecanethioate |
Molecular Formula | C32H48O8S |
Molecular Weight | 592.8 |
InChI | InChI=1S/C32H48O8S/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-28(34)41-21-26-29(35)30(36)31(37)32(40-26)38-23-17-18-24-22(2)19-27(33)39-25(24)20-23/h17-20,26,29-32,35-37H,3-16,21H2,1-2H3/t26-,29-,30+,31-,32-/m1/s1 |
InChI Key | XCNUAQFXJPMZLU-BPXMXZQQSA-N |
SMILES | CCCCCCCCCCCCCCCC(=O)SCC1C(C(C(C(O1)OC2=CC3=C(C=C2)C(=CC(=O)O3)C)O)O)O |
Synonyms | 4-Methyl-7-[[6-S-(1-oxohexadecyl)-6-thio-β-D-glucopyranosyl]oxy]- 2H-1-benzopyran-2-one; Mu-6S-Palm-β-Glc; |
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