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Methyl α-D-mannopyranoside

SIAL/67770 - ≥99.0%, suitable for microbiology, enables differentiation between species of Listeria

Synonym: Methyl alpha-D-mannoside, Methyl-alpha-D-mannopyranoside; α-Methyl D-mannoside

CAS Number: 617-04-9
Empirical Formula (Hill Notation): C7H14O6
Molecular Weight: 194.18
EC Number: 210-502-3
MDL Number: MFCD00063262
Linear Formula: C7H14O6
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-67770-25G 25 g
$67.20
1/EA
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45-67770-100G 100 g
$199.00
1/EA
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45-67770-500G 500 g
$837.00
1/EA
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application(s) microbiology
assay ≥99.0%
  ≥99.0% (sum of enantiomers, HPLC)
form powder
InChI 1S/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4-,5+,6+,7+/m1/s1
InChI key HOVAGTYPODGVJG-VEIUFWFVSA-N
mol wt 194.18 g/mol
mp 187-195 °C
  193-196 °C (lit.)
optical activity [α]20/D 77.0 to 82.0°, c = 10% in H2O
Quality Level 200 
SMILES string CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O
solubility H2O: 0.1 g/mL, clear, colorless
Application: Methyl α-D-mannopyranoside can be used to identify different species of Listeria based on their ability to ferment the sugar.
General description: Methyl α-D-mannopyranoside is a compound that belongs to the class of organic compounds known as o-glycosyl compounds. It is used for the differentiation of Listeria species, Listeria monocytogenes, Listeria innocua, and Listeria welshimeri can ferment the sugar, producing acid which can be identified using an appropriate pH indicator. It has been used to synthesize a series of tri- and tetrahydroxylated seven-membered imino sugars in a study that worked towards a stable Noeuromycin (glycosyl cation mimic that strongly inhibits glycosidases) analog with a D-manno configuration. It has also been used in a study to investigate the primary mannose-binding site of Pradimicin A. (antifungal agent)
Other Notes: Unwanted binding of avidin to endogenous lectins
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) 404.1 °F
Flash Point(C) 206.74 °C
Purity ≥99.0% (sum of enantiomers, HPLC); ≥99.0%
mp 187-195 °C; 193-196 °C (lit.)
UNSPSC 41106212

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