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M7008

Sigma-Aldrich

4-Methylumbelliferyl-β-D-xylopyranoside

β-xylosidase substrate, fluorogenic, ≥98% (HPLC), powder

Synonym(s):

4-Methylumbelliferyl β-D-xyloside

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About This Item

Empirical Formula (Hill Notation):
C15H16O7
CAS Number:
Molecular Weight:
308.28
Beilstein:
39934
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

product name

4-Methylumbelliferyl-β-D-xylopyranoside, β-xylosidase substrate

Quality Level

Assay

≥98% (HPLC)

form

powder

solubility

pyridine: 50 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

SMILES string

CC1=CC(=O)Oc2cc(O[C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)ccc12

InChI

1S/C15H16O7/c1-7-4-12(17)22-11-5-8(2-3-9(7)11)21-15-14(19)13(18)10(16)6-20-15/h2-5,10,13-16,18-19H,6H2,1H3/t10-,13+,14-,15+/m1/s1

InChI key

JWIYLOHVJDJZOQ-KAOXEZKKSA-N

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Substrates

A substrate for β-xylosidase

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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W G Hill et al.
Biochimica et biophysica acta, 1454(2), 174-182 (1999-06-25)
The ability of cells to decorate glycosaminoglycans (GAGs) with sulphate in highly specific patterns is important to extracellular matrix biogenesis and placing appropriate glycosulphated ligands on the cell surface. We have examined sulphate metabolism in two pancreatic duct epithelial cell
S Shibata et al.
The Journal of biological chemistry, 270(23), 13794-13798 (1995-06-09)
4-Methylumbelliferyl-beta-D-xyloside (Xyl-MU) was added to the medium of cultured human skin fibroblasts. After incubation, the culture medium was pooled, and the Xyl-MU-induced oligosaccharides in the medium were purified by gel filtration chromatography. A novel Xyl-MU derivative was obtained, in addition
J E Silbert et al.
The Biochemical journal, 296 ( Pt 1), 119-126 (1993-11-15)
Mouse mastocytoma cells were cultured in medium containing [3H]GlcN and concentrations of [35S]sulphate varying from 0.01 to 0.5 mM. Intracellular [35S]sulphate incorporation increased severalfold from the lowest concentrations, reaching a maximum at 0.1-0.2 mM, whereas incorporation of [3H]hexosamine remained constant
A Molténi et al.
Cell and tissue research, 295(3), 523-536 (1999-02-18)
Matrix and cell surface proteoglycans (PGs) may play important roles in the control of cellular actions of heparan-binding growth factors such as fibroblast growth factor (FGF) during chondrogenesis and osteogenesis. In this study, we used 4-methylumbelliferyl-beta-d-xyloside, an inhibitor of PG
Julie Nigro et al.
The Journal of biological chemistry, 284(25), 16832-16839 (2009-04-07)
The importance of the pathological changes in proteoglycans has driven the need to study and design novel chemical tools to control proteoglycan synthesis. Accordingly, we tested the fluorinated analogue of glucosamine (4-fluoro-N-acetyl-glucosamine (4-F-GlcNAc)) on the synthesis of heparan sulfate (HS)

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