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Merck

M3633

Sigma-Aldrich

4-Methylumbelliferyl β-D-glucopyranoside

β-glucosidase substrate, fluorogenic, ≥99% (HPLC), powder

Sinónimos:

MUD

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About This Item

Fórmula empírica (notación de Hill):
C16H18O8
Número de CAS:
Peso molecular:
338.31
Beilstein/REAXYS Number:
94672
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

product name

4-Methylumbelliferyl β-D-glucopyranoside, β-glucosidase substrate

Quality Level

assay

≥99% (HPLC)

form

powder

solubility

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

fluorescence

λex 316 nm; λem 372 nm (pH 9.1)
λex 360 nm; λem 449 nm (Reaction product)

storage temp.

−20°C

SMILES string

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

InChI

1S/C16H18O8/c1-7-4-12(18)23-10-5-8(2-3-9(7)10)22-16-15(21)14(20)13(19)11(6-17)24-16/h2-5,11,13-17,19-21H,6H2,1H3/t11-,13-,14+,15-,16-/m1/s1

InChI key

YUDPTGPSBJVHCN-YMILTQATSA-N

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Application

4-Methylumbelliferyl β-D-glucopyranoside has been used as substrate:
  • in glucosylceramidase β enzyme activity assay in lysosome-enriched fractions from primary hippocampal neurons
  • in β-glucosidase assay during yeast fermentation
  • to assay glucocerebrosidase 1 (GBA1)-related glucosidase activity in macrophage cell line (RAW)

Biochem/physiol Actions

4-Methylumbelliferyl β-D-glucopyranoside is a synthetic enzymatic substrate for glycosidase. It has been used as substrate for the β- glucosidase from enterococci.

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)


Certificados de análisis (COA)

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Assessing microbial safety of drinking water improving approaches and methods: Improving approaches and methods, 253-253 (2003)
An Improved Helferich Method for the alphabeta-Stereoselective Synthesis of 4-Methylumbelliferyl Glycosides for the Detection of Microorganisms
Wei X, et al.
Molecules (Basel), 20(12), 21681-21699 (2015)
Mitochondrial dysfunction and mitophagy defect triggered by heterozygous GBA mutations
Li H, et al.
Autophagy, 15(1), 113-130 (2019)
A Rashidi et al.
Bone marrow transplantation, 51(12), 1561-1564 (2016-08-16)
Post-transplant cyclophosphamide (PT-Cy) is the backbone of GvHD prophylaxis following haploidentical hematopoietic cell transplantation (haplo-HCT). PT-Cy has also been used in matched related (MRD) and unrelated (MUD) settings. It is not known whether outcomes are similar between haplo-HCT and MRD/MUD
Samantha G Scharenberg et al.
Nature communications, 11(1), 3327-3327 (2020-07-06)
Gaucher disease is a lysosomal storage disorder caused by insufficient glucocerebrosidase activity. Its hallmark manifestations are attributed to infiltration and inflammation by macrophages. Current therapies for Gaucher disease include life-long intravenous administration of recombinant glucocerebrosidase and orally-available glucosylceramide synthase inhibitors.

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