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M3657

Sigma-Aldrich

4-Methylumbelliferyl α-D-mannopyranoside

fluorogenic, ≥97% (HPLC), powder

Synonym(s):

4-methylumbelliferyl a-d-mannopyranoside, 4-methylumbelliferyl alpha-d-mannopyranoside

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About This Item

Empirical Formula (Hill Notation):
C16H18O8
CAS Number:
28541-83-5
Molecular Weight:
338.31
Beilstein:
1266648
EC Number:
249-073-2
MDL number:
MFCD00067662
UNSPSC Code:
12352204
PubChem Substance ID:
24896865
NACRES:
NA.32

product name

4-Methylumbelliferyl α-D-mannopyranoside, ≥97% (HPLC)

Assay

≥97% (HPLC)

form

powder

solubility

pyridine: 20 mg/mL, clear, colorless to faintly yellow

fluorescence

λex 350 nm; λem 375 nm (pH 7.0)
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-VMMWWAARSA-N

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Application

4-Methylumbelliferyl α-D-mannopyranoside has been used to assay α-mannosidase activity in various biological samples.

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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J M Foster et al.
Insect biochemistry and molecular biology, 27(7), 657-661 (1997-07-01)
The alpha-mannosidases are implicated in both the catabolism of carbohydrates and the N-linked glycosylation pathway in insects, but little is known of the biochemistry of these glycosidases. In order to study the soluble alpha-mannosidases of Drosophila melanogaster we have used
Lucy M Collins et al.
F1000Research, 6, 1751-1751 (2018-03-15)
Background: Recently, the development of Parkinson's disease (PD) has been linked to a number of genetic risk factors, of which the most common is glucocerebrosidase (GBA) mutations. Methods: We investigated PD and Gaucher Disease (GD) patient derived skin fibroblasts using
R B Thompson et al.
Biochimica et biophysica acta, 790(1), 87-90 (1984-10-09)
The equilibrium binding of 4-methylumbelliferyl alpha-D-mannopyranoside to concanavalin A was measured by changes in fluorescence quenching observed at pressures ranging from 1 to 2000 bar (1974 atmospheres). From the pressure-induced changes in the apparent Ka, we calculated volume changes for
Conformational equilibrium of demetalized concanavalin A: a reexamination of the kinetics of its interaction with Ca2+-ions and fluorescent saccharide.
S H Koenig et al.
Biochemical and biophysical research communications, 109(3), 1047-1053 (1982-12-15)
A Van Landschoot et al.
European journal of biochemistry, 103(2), 307-312 (1980-01-01)
The association constants for binding of methyl alpha-D-mannopyranoside (I), mannobiose (II) and mannotriose (III) to concanavalin A were determined in the temperature range 285-313 K by a substitution titration, using 4-methylumbelliferyl alpha-D-mannopyranoside as a carbohydrate-specific and fluorescent indicator. All binding
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