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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)

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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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)
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
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
E R Pandolfino et al.
The Journal of biological chemistry, 255(18), 8772-8775 (1980-09-25)
Binding of Cd2+ to concanavalin A and the subsequent induction of saccharide-binding activity has been studied at pH 6.5. We found that Cd2+ bound to both metal sites, S1 and S2, and that Cd2+ alone would induce sugar binding in
C A Rivera-Marrero et al.
Microbial pathogenesis, 30(1), 9-18 (2001-02-13)
Mannose is a major component of glycolipids and glycoproteins of the cell envelope of M. tuberculosis (Mtb). However, the enzymes involved in the biosynthesis and catabolism of mannosylated glycans are largely unknown. We demonstrate alpha-mannosidase activity towards the fluorescent substrate
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