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M3633

Sigma-Aldrich

4-Methylumbelliferyl β-D-glucopyranoside

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

Synonym(s):

MUD

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About This Item

Empirical Formula (Hill Notation):
C16H18O8
CAS Number:
18997-57-4
Molecular Weight:
338.31
Beilstein:
94672
EC Number:
242-736-7
MDL number:
MFCD00063694
UNSPSC Code:
12352204
PubChem Substance ID:
24896859
NACRES:
NA.32

product name

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

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.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

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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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
Mitochondrial dysfunction and mitophagy defect triggered by heterozygous GBA mutations
Li H, et al.
Autophagy, 15(1), 113-130 (2019)
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)
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.
HEPES activates a MiT/TFE-dependent lysosomal-autophagic gene network in cultured cells: A call for caution
Tol MJ, et al.
Autophagy, 14(3), 437-449 (2018)
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