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M0905

Sigma-Aldrich

4-Methylumbelliferyl β-D-mannopyranoside

≥98% (TLC), powder

Synonym(s):

4-Methylumbelliferyl β-D-mannoside

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About This Item

Empirical Formula (Hill Notation):
C16H18O8
CAS Number:
67909-30-2
Molecular Weight:
338.31
MDL number:
MFCD00069855
UNSPSC Code:
12352204
PubChem Substance ID:
24896580
NACRES:
NA.32

product name

4-Methylumbelliferyl β-D-mannopyranoside, ≥98% (TLC)

Assay

≥98% (TLC)

form

powder

solubility

pyridine: 10 mg/mL, clear, colorless to faintly yellow

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-NZBFACKJSA-N

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Application

4-Methylumbelliferyl β-D-mannopyranoside has been used as a fluorogenic substrate for β -mannosidase in the enzyme assay of mice tissue extracts, in cell-free translation and midgut of Lutzomyia longipalpis.

Biochem/physiol Actions

4-Methylumbelliferyl β-D-mannopyranoside is a fluorescent ligand for concanavalin A and interacts with its carbohydrate binding region. It is also a fluorogenic substrate for β-mannosidase.

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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Binding of 4-methylumbelliferyl alpha-D-mannopyranoside to tetrameric and unmodified or derivatized dimeric concanavalin A: equilibrium studies
Loontiens FG, et al.
Biochemistry, 16(2), 159-166 (1977)
H E Auer et al.
International journal of peptide and protein research, 24(5), 462-471 (1984-11-01)
Properties characteristic of the structure and function of dimeric concanavalin A have been studied as a function of pH in the acid pH range using preparations comprising intact subunits or enriched in fragmented chains. For intact subunits, the glycogen binding
C S Moraes et al.
Journal of insect physiology, 58(8), 1136-1145 (2012-06-12)
The sandfly Lutzomyia longipalpis (Lutz and Neiva, 1912) is the main vector of American Visceral Leishmaniasis. In spite of its medical importance and several studies concerning adult digestive physiology, biochemistry and molecular biology, very few studies have been carried out
B T Adams et al.
Chemical communications (Cambridge, England), 51(57), 11390-11393 (2015-06-19)
β-Glucocerebrosidase deficiency leads to Gaucher disease and is a potential marker of Parkinson's disease. We have identified N-octyl conduritol aziridine as a potent and specific covalent inactivator of GBA1 in living cells. This compound is a promising lead towards a
Taichi E Takasuka et al.
Methods in molecular biology (Clifton, N.J.), 1118, 71-95 (2014-01-08)
In nature, bacteria and fungi are able to utilize recalcitrant plant materials by secreting a diverse set of enzymes. While genomic sequencing efforts offer exhaustive lists of genes annotated as potential polysaccharide-degrading enzymes, biochemical and functional characterizations of the encoded
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