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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:
6734-33-4
Molecular Weight:
308.28
Beilstein/REAXYS Number:
39934
EC Number:
229-784-4
MDL number:
MFCD00037607
UNSPSC Code:
12352204
PubChem Substance ID:
24897133
NACRES:
NA.32

product name

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

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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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
K Takagaki et al.
Journal of biochemistry, 109(4), 514-519 (1991-04-01)
Human skin fibroblasts were incubated in the presence of a fluorogenic xyloside, 4-methylumbelliferyl beta-D-xyloside. Three fluorogenic components were isolated and purified from the culture medium by gel permeation high-performance liquid chromatography. Their structures were then characterized by enzymatic digestion, fast-atom-bombardment
T Nakamura et al.
The Biochemical journal, 304 ( Pt 3), 731-736 (1994-12-15)
Human skin fibroblasts were cultured in the presence of 4-methylumbelliferyl-beta-D-xyloside (Xyl-MU) using a mass-culture system with a microcarrier. The structures of Xyl-MU-induced sugars purified from the dialysable fraction of the incubation medium were investigated. In addition to glycosaminoglycans the elongation
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)
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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