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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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Wang-Sik Lee et al.
The Journal of biological chemistry, 282(37), 27198-27203 (2007-07-27)
UDP-GlcNAc:lysosomal enzyme N-acetylglucosamine-1-phosphotransferase (GlcNAc-1-phosphotransferase) mediates the first step in the synthesis of the mannose 6-phosphate recognition marker on acid hydrolases. The transferase exists as an alpha(2)beta(2)gamma(2) hexameric complex with the alpha- and beta-subunits derived from a single precursor molecule. The
A J Sophianopoulos et al.
Archives of biochemistry and biophysics, 246(2), 572-580 (1986-05-01)
The stoichiometry of Mn2+ binding to concanavalin A at pH 6.4-7 which had been established in two independent studies [J.A. Sophianopoulos, A.J. Sophianopoulos, and W.C. MacMahon (1983) Arch. Biochem. Biophys. 223, 350-359; D.J. Christie, G.R. Munske, and J.A. Magnuson (1979)
H G Leusch et al.
Zentralblatt fur Bakteriologie : international journal of medical microbiology, 275(1), 118-122 (1991-04-01)
Immobilized purified CEA (carcinoembryonic antigen), NCA (non-specific crossreacting antigen) and BGP I (biliary glycoprotein I) bind strains of E. coli (including EPEC) and some Salmonella species (including S. typhi, S. paratyphi A + B and S. java) while Shigella-, Yersinia-
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
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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