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Merck

M7008

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
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352204
EC Number:
229-784-4
MDL number:
Beilstein/REAXYS Number:
39934
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Product Name

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

InChI key

JWIYLOHVJDJZOQ-KAOXEZKKSA-N

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

SMILES string

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

assay

≥98% (HPLC)

form

powder

solubility

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

storage temp.

−20°C

Quality Level

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General description

A substrate for β-xylosidase

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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)
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
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
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
J Izumi et al.
Journal of biochemistry, 116(3), 524-529 (1994-09-01)
4-Methylumbelliferyl-beta-D-xyloside (Xyl-MU) was added to the medium of cultured human skin fibroblasts. After incubation, the culture medium was pooled, concentrated with a lyophilizer, and dialyzed against distilled water. Then the Xyl-MU derivatives in the diffusate were purified by gel-filtration and

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