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M7008

Sigma-Aldrich

4-Methylumbelliferyl-β-D-xylopyranoside

β-xylosidase substrate

Synonym(s):

4-Methylumbelliferyl β-D-xyloside

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About This Item

Empirical Formula (Hill Notation):
C15H16O7
CAS Number:
6734-33-4
Molecular Weight:
308.28
Beilstein:
39934
EC Number:
229-784-4
MDL number:
MFCD00037607
UNSPSC Code:
12352204
PubChem Substance ID:
24897133
NACRES:
NA.32

Quality Level

200

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)

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H H Freeze et al.
The Journal of biological chemistry, 268(3), 1618-1627 (1993-01-25)
beta-D-Xylosides are often used to competitively inhibit proteoglycan synthesis by serving as primers for free glycosaminoglycan (GAG) chain assembly. Quite unexpectedly, we found that when human melanoma cells and Chinese hamster ovary cells are labeled with [3H] galactose in the
Loontiens, F.G. and DeBruyne, C.K.
Naturwissenschaften, 52, 661-661 (1965)
K Takagaki et al.
Journal of biochemistry, 119(4), 697-702 (1996-04-01)
Human skin fibroblasts were incubated in the presence of a fluorogenic xyloside, 4-methyl-umbelliferyl-beta-D-xyloside (Xyl-MU), then the cultured medium was recovered, concentrated with a lyophilizer, and dialyzed against distilled water. The structures of the Xyl-MU derivatives purified from the dialyzable fraction
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
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
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