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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/REAXYS Number:
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)

Quality Level

300

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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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-
K S Shashidhara et al.
International journal of biological macromolecules, 44(1), 112-115 (2008-11-29)
Energetics of the catalysis of Class II alpha-mannosidase (E.C.3.2.1.24) from Aspergillus fischeri was studied. The enzyme showed Kcat/Km for Man (alpha1-3) Man, Man (alpha1-2) Man and Man (alpha1-6) Man as 7488, 5376 and 3690 M(-1) min(-1), respectively. The activation energy
R M Clegg et al.
Biochemistry, 20(16), 4687-4692 (1981-08-04)
The binding of methyl alpha-D-mannopyranoside and methyl alpha-D-glucopyranoside to concanavalin A has been investigated by the temperature-jump relaxation kinetic technique using the competitive inhibitor 4-methylumbelliferyl alpha-D-mannopyranoside as an indicator of the binding reaction. The analysis shows that these saccharides bind
J A Sophianopoulos et al.
Archives of biochemistry and biophysics, 223(2), 350-359 (1983-06-01)
The binding of the ligands Mn2+, Ca2+, and methyl alpha-D-glucopyranoside to concanavalin A, purified as described (A.J. Sophianopoulos and J.A. Sophianopoulos (1981) Prep. Biochem. 11, 413-435), was studied by ultrafiltration in 0.2 M NaCl, pH 5.2 and pH 6.5 to
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)
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