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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:
Molecular Weight:
338.31
Beilstein:
1266648
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
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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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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