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M7133

Sigma-Aldrich

4-Methylumbelliferyl sulfate potassium salt

sulfatase substrate

Synonym(s):

Potassium 4-methylumbelliferyl sulfate

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About This Item

Empirical Formula (Hill Notation):
C10H7KO6S
CAS Number:
15220-11-8
Molecular Weight:
294.32
Beilstein/REAXYS Number:
3803203
EC Number:
239-272-2
MDL number:
MFCD00016970
UNSPSC Code:
12352204
PubChem Substance ID:
24897141
NACRES:
NA.32

Quality Level

200

assay

≥99% (HPLC)

form

powder

solubility

water: 5 mg/mL, clear, colorless

fluorescence

λex 334 nm; λem 370 nm (pH 10.4)
λex 360 nm; λem 449 nm (Reaction products)

storage temp.

−20°C

SMILES string

[K+].CC1=CC(=O)Oc2cc(OS([O-])(=O)=O)ccc12

InChI

1S/C10H8O6S.K/c1-6-4-10(11)15-9-5-7(2-3-8(6)9)16-17(12,13)14;/h2-5H,1H3,(H,12,13,14);/q;+1/p-1

InChI key

CSOCSPXOODWGLJ-UHFFFAOYSA-M

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General description

4-Methylumbelliferyl sulfate (4MUS), a general substrate, is a polar metabolite of 4-methylumbelliferone (4MU).

Application

4-Methylumbelliferyl sulfate potassium salt has been used as a substrate in coupled fluorescence sulfotransferase assay to regenerate 3′-phosphoadenosine 5′-phosphosulfate (PAPS) from 3′-phosphoadenosine 5′-phosphate for cerebroside sulfotransferase (CST) enzyme activity measurements. It has also been used as a substrate in arylsulfatase assay/4-methylumbelliferyl sulfate (4-MUS) assay to test the enzymatic activity of the protein-bead complex.

Biochem/physiol Actions

4-Methylumbelliferyl sulfate (4MUS) is capable of undergoing desulfation and involve in futile cycling with 4MU. It can be utilized to measure the arylsulfatase activity of several sulfatases.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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S Ratna et al.
Hepatology (Baltimore, Md.), 17(5), 838-853 (1993-05-01)
Futile cycling between 4-methylumbelliferone and its sulfate and glucuronide conjugates was examined in the single-pass perfused rat liver preparation. The steady-state hepatic extraction ratio of 4-methylumbelliferone was found to be high (0.97) at a low input concentration of 0.005 mumol/L
Caroline J Dean et al.
Clinical chemistry, 52(4), 643-649 (2006-02-25)
Mucopolysaccharidosis type II (MPS II) is a lysosomal storage disorder related to a deficiency in the enzyme iduronate-2-sulfatase (IDS). Clinical trials of enzyme replacement therapy are in progress, but effective treatment will require screening assays to enable early detection and
Wei-Ti Chen et al.
Analytical biochemistry, 339(1), 54-60 (2005-03-16)
A sensitive fluorometric assay was developed for alcohol sulfotransferase (AST). This was the first continuous fluorometric assay reported for AST. It used 3'-phosphoadenosine 5'-phosphosulfate regenerated from 3-phosphoadenosine 5'-phosphate by a recombinant phenol sulfotransferase (PST) using 4-methylumbelliferyl sulfate as the sulfuryl
Lauren J McAllister et al.
PloS one, 7(2), e32385-e32385 (2012-03-01)
Streptococcus pneumoniae (the pneumococcus) is a formidable human pathogen, responsible for massive global morbidity and mortality. The ability to utilize carbohydrates in a variety of host niches appears to be integral to pneumococcal pathogenesis. In this study we investigated a
M Chiba et al.
The Journal of pharmacology and experimental therapeutics, 266(2), 492-499 (1993-08-01)
4-Methylumbelliferyl sulfate (4MUS), a polar metabolite of 4-methylumbelliferone (4MU), is known to undergo desulfation and participate in futile cycling with 4MU. Unusual parabolic or increasing profiles of the steady-state extraction ratio (Ess) of 4MUS with respect to concentration in rat
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